Category: 23680-40-2

Electric Literature of 23680-40-2, A common heterocyclic compound, 23680-40-2, name is Methyl 3-bromopropiolate, molecular formula is C4H3BrO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of 2-methylfuran (15.7mL, 174 mmol) andmethyl 3-bromopropiolate 11 (7.10 g, 43.6 mmol) incyclohexane (100 mL) was refluxed for 1 d. Afterremoval of the solvent, the resulting mixture of 12aand 12b was used in the next step without purification.12a: 1H NMR (300 MHz, CDCl3) delta 1.89 (3H, s),3.79 (3H, s), 5.21 (1H, d, J = 1.8 Hz), 6.99 (1H, d,J = 5.1 Hz), 7.14 (1H, dd, J = 1.8, 5.1 Hz); 13C NMR(75 MHz, CDCl3) delta 16.43, 51.65, 87.98, 91.49, 142.12,146.96, 149.94, 153.89, 163.49.The ratio of 12a:12b was determined to be 11:1based on 1H NMR analysis. The signal due to 1-Me of12b was observed at delta = 1.74.

The synthetic route of 23680-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Konishi, Shunsuke; Mori, Naoki; Takikawa, Hirosato; Watanabe, Hidenori; Bioscience, Biotechnology and Biochemistry; vol. 83; 3; (2019); p. 391 – 399;,
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Some common heterocyclic compound, 23680-40-2, name is Methyl 3-bromopropiolate, molecular formula is C4H3BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of Methyl 3-bromopropiolate

d Methyl 5-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-ylselenyl)penta-2,4-diynoate In a manner similar to that of Example 35, the expected product is obtained by coupling 321 mg of methyl bromopropynoate and 200 mg of 6-ethynylselenyl-1,1,4,4-tetramethyl-1,2,3,4-tetrahydronaphthalene, in a yield of 28% (70 mg). 1H NMR/CDCl3: 1.23 (s, 6H); 1.33 (s, 6H); 1.67 (s, 4H); 2.35 (s, 3H); 3.79 (s, 3H); 7.13 (s, 1H); 7.65 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 23680-40-2, its application will become more common.

Reference:
Patent; Galderma Research & Development S.N.C.; US6444709; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 23680-40-2,Some common heterocyclic compound, 23680-40-2, name is Methyl 3-bromopropiolate, molecular formula is C4H3BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate 142Cmethyl 2-bromo-5-(diisopentylcarbamoyl)pyrazolo[1 ,5-a]pyridine-3-carboxylateA suspension of /V-aminopyridinium 2,4-(dinitro)phenolate (10 g, 21.67 mmol), methyl 3- bromopropiolate (3.12 ml, 26.0 mmol) and potassium carbonate (5.99 g, 43.3 mmol) in degassed DMF (75 ml) was stirred at 0 C for 5 minutes and at 22 C for 18h. The mixture was diluted with ethyl acetate (100 mL) and washed with water (3 x 25 mL), brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel (120g, 0% to 100% ethyl acetate/hexanes over 19 min). to provide methyl 2-bromo-5-(diisopentylcarbamoyl)pyrazolo[1 ,5- a]pyridine-3-carboxylate (0.52 g, 1.186 mmol, 5.47 % yield). LCMS m/z 438.4, 440.1 (M + H)+.

The synthetic route of 23680-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE MONTREAL; BOUVIER, Michel; MARINIER, Anne; RUEL, Rejean; RENE , Patricia; CHANTIGNY, Yves; DAGNEAU, Philippe; GINGRAS, Stephane; WO2012/100342; (2012); A1;,
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Ester – an overview | ScienceDirect Topics

Reference of 23680-40-2,Some common heterocyclic compound, 23680-40-2, name is Methyl 3-bromopropiolate, molecular formula is C4H3BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Methyl 3-bromopropiolate 2 (0.5 mmol), furan 1 (0.6 mmol) and distilled toluene (1.5 mL) were added in atwo-necked flask, and the mixture was stirred at reflux for 24 h under nitrogen atmosphere. After completion ofthe initial DielsAlder reaction, FeCl3 (10 mol%) was added under flow of nitrogen and the reaction mixture was stirred at reflux for 2 h. After removal of the solvent and filtration through a pad of silica, a product 4 was purified by silica gel column chromatography or PTLC using a mixture of ethyl acetate and n-hexane as an eluent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-bromopropiolate, its application will become more common.

Reference:
Article; Shinohara, Hiroyuki; Sonoda, Motohiro; Hayagane, Naoya; Kita, Shota; Tanimori, Shinji; Ogawa, Akiya; Tetrahedron Letters; vol. 55; 38; (2014); p. 5302 – 5305;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 23680-40-2,Some common heterocyclic compound, 23680-40-2, name is Methyl 3-bromopropiolate, molecular formula is C4H3BrO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

5-Deuterio-2-(n-pentyl)furan (1-d1) (0.6 mmol), methyl 3-bromopropiolate 2 (0.5 mmol), and toluene (1.5 mL) were added to a two-necked flask, and the mixture was stirred at reflux for 24 h under nitrogen atmosphere. After completion of the initial Diels-Alder reaction, silica gel (150 mg) was added under a flow of nitrogen and the reaction mixture was stirred at reflux for 2 h. After removal of the solvent and filtration through a pad of silica, 1H NMR spectra of products were measured.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-bromopropiolate, its application will become more common.

Reference:
Article; Sonoda, Motohiro; Ikeda, Ayu; Shinohara, Hiroyuki; Hayagane, Naoya; Ogawa, Akiya; Tanimori, Shinji; Research on Chemical Intermediates; vol. 45; 1; (2019); p. 13 – 21;,
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Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 23680-40-2, name is Methyl 3-bromopropiolate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 23680-40-2, SDS of cas: 23680-40-2

The product of Step A (1 1.3g, 69mmol) and f-butyl pyrrole- 1 -carboxylate (30 mL, 1 SOmmol) was combined and heated at 95 and allowed to stir at this temperature for 24 hours. The product was purified using chromatography on silica to provide compound 7OC as a yellow oil.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 3-bromopropiolate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SCHERING CORPORATION; WO2009/55331; (2009); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 23680-40-2, name is Methyl 3-bromopropiolate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of Methyl 3-bromopropiolate

To a stirring solution of1,8-dihydroxynaphthalene (2) (1.74 g, 10.9 mmol) and methyl 3-bromopropiolate32 (2.65 g, 16.3 mmol)in anhydrous CH2Cl2 (40 mL) was added DABCO (2.66 g, 21.8 mmol) at 0 C under an argon atmosphere.After being stirred at room temperature for 3 h, the reaction mixture was treated with 1 M aqueous HCl.The aqueous layer was extracted with EtOAc twice. The combined organic layers were washed with brine,dried over MgSO4, and concentrated in vacuo. The residue was purified by silica gel chromatographyeluting with 25% EtOAc/hexane to yield the title compound (2.17 g, 8.96 mmol, 82%) as a white solid. Rf0.34 (20% EtOAc/hexane). Mp 115-118 C. IR nu (neat, cm-1): 1721, 1654, 1602, 1419, 1381, 1281, 1248,1131, 1089, 815, 799, 753. 1H-NMR (400 MHz, CDCl3): delta 7.52 (d, J = 8.3 Hz, 1H), 7.51 (d, J = 8.3 Hz,1H), 7.45 (dd, J = 8.3, 7.6 Hz, 1H), 7.42 (dd, J = 8.3, 7.3 Hz, 1H), 7.13 (d, J = 7.3 Hz, 1H), 6.93 (d, J =7.6 Hz, 1H), 4.97 (s, 1H), 3.75 (s, 3H). 13C-NMR (100 MHz, CDCl3): delta 166.2, 158.6, 144.4, 144.1, 133.6,128.0, 127.8, 121.9, 121.7, 110.6, 108.4, 107.6, 78.2, 50.9. HRMS (ESI, [M+H]+): calcd for C14H11O4,243.0652; found, 243.0653

The synthetic route of Methyl 3-bromopropiolate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tsukamoto, Hirokazu; Nomura, Yumi; Doi, Takayuki; Heterocycles; vol. 99; 1; (2019); p. 549 – 565;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 23680-40-2, A common heterocyclic compound, 23680-40-2, name is Methyl 3-bromopropiolate, molecular formula is C4H3BrO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of 2-methylfuran (15.7mL, 174 mmol) andmethyl 3-bromopropiolate 11 (7.10 g, 43.6 mmol) incyclohexane (100 mL) was refluxed for 1 d. Afterremoval of the solvent, the resulting mixture of 12aand 12b was used in the next step without purification.12a: 1H NMR (300 MHz, CDCl3) delta 1.89 (3H, s),3.79 (3H, s), 5.21 (1H, d, J = 1.8 Hz), 6.99 (1H, d,J = 5.1 Hz), 7.14 (1H, dd, J = 1.8, 5.1 Hz); 13C NMR(75 MHz, CDCl3) delta 16.43, 51.65, 87.98, 91.49, 142.12,146.96, 149.94, 153.89, 163.49.The ratio of 12a:12b was determined to be 11:1based on 1H NMR analysis. The signal due to 1-Me of12b was observed at delta = 1.74.

The synthetic route of 23680-40-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Konishi, Shunsuke; Mori, Naoki; Takikawa, Hirosato; Watanabe, Hidenori; Bioscience, Biotechnology and Biochemistry; vol. 83; 3; (2019); p. 391 – 399;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 23680-40-2, The chemical industry reduces the impact on the environment during synthesis 23680-40-2, name is Methyl 3-bromopropiolate, I believe this compound will play a more active role in future production and life.

General procedure: Methyl 3-bromopropiolate 2 (0.5 mmol), furan 1 (0.6 mmol) and distilled toluene (1.5 mL) were added to atwo-necked flask, and the mixture was stirred at reflux for 24 h under nitrogen atmosphere. After completion ofthe initial DielsAlder reaction, silica gel (150 mg) was added under flow of nitrogen and the mixture wasstirred at reflux for 2 h. After removal of the solvent and filtration, a product 4 was purified by silica gelcolumn chromatography or PTLC using a mixture of ethyl acetate and n-hexane as an eluent.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 3-bromopropiolate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Shinohara, Hiroyuki; Sonoda, Motohiro; Hayagane, Naoya; Kita, Shota; Tanimori, Shinji; Ogawa, Akiya; Tetrahedron Letters; vol. 55; 38; (2014); p. 5302 – 5305;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 23680-40-2, name is Methyl 3-bromopropiolate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: Methyl 3-bromopropiolate

Into a 50-mL round-bottom flask, was placed tert-butyl 1H-pyrrole-1-carboxylate (3) (14.4 g, 86.12 mmol, 3.00 equiv), methyl 3-bromoprop-2-ynoate (2) (4.7 g, 28.84 mmol, 1.00 equiv). The resulting solution was stirred for 20 h at 90 C. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:30?1:15) as eluent to furnish 2.89 g (30%) of 7-tert-butyl 2-methyl 3-bromo-7-azabicyclo[2.2.1]hepta-2,5-diene-2,7-dicarboxylate (4) as a yellow oil.

The synthetic route of Methyl 3-bromopropiolate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; YEE, Calvin W.; Li, Zhe; US2015/141465; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics