Introduction of a new synthetic route about tert-Butyl 6-bromohexanoate

Synthetic Route of 65868-63-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 65868-63-5, name is tert-Butyl 6-bromohexanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Synthetic Route of 65868-63-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 65868-63-5, name is tert-Butyl 6-bromohexanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of t-butyl 6-bromohexanoate (500 mg, 1.99 mmol) in hexamethylphosphoramide (10 ml) was added sodium acetate (180 mg, 2.19 mmol). The reaction mixture was stirred overnight, diluted with ether, and washed with 1N aqueous hydrochloric acid (3*100 ml) and water and dried over magnesium sulfate to yield the desired diester (660 mg, 80% yield) whose structure was confirmed by NMR. The diester prepared above (1.52 g, 6.6 mmol) and ethylenediamine (539 mg, 3.82 mmol) were combined and heated to 100 C. for 2 hours. Additional ethylenediamine was added (1 equivalent) and the reaction was stirred at 100 C. for another 5 hours. The reaction mixture was then cooled to room temperature, diluted with dichloromethane (75 ml), washed with water, saturated aqueous sodium bicarbonate, 10% aqueous citric acid, and water, and dried over magnesium sulfate to yield a clear oil (560 mg). NMR analysis indicated that about 20% of the diester remained. The oil was treated with additional ethylenediamine (600 mul) at 100 C. for 2 hours and at room temperature for 48 hours. The reaction mixture was diluted with dichloromethane (100 ml), washed with saturated aqueous sodium bicarbonate, 10% aqueous citric acid, and water, dried over magnesium sulfate, and concentrated in vacuo to yield the desired t-butyl 6-hydroxyhexanoate (640 mg) in 52% yield.

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, tert-Butyl 6-bromohexanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Affymax Technologies N.V.; US5607691; (1997); A;,
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Continuously updated synthesis method about 65868-63-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 65868-63-5, its application will become more common.

Some common heterocyclic compound, 65868-63-5, name is tert-Butyl 6-bromohexanoate, molecular formula is C10H19BrO2, 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: tert-Butyl 6-bromohexanoate

To a stirred mixture of alcohol 32 (49.7 mg, 0.10 mmol) and TBAI (3.7 mg,0.01 mmol) in DMF (1 mL) at rt was NaH (4.4 mg, 60% dispersion in mineraloil, 0.11 mmol). After 30 minutes, tert-butyl bromohexanoate (25.1 mg, 0.1mmol) was added and the solution was stirred for a further 16 h at rt. H2O (1mL) was then added, and the mixture was extracted with ether (3 ¡Á 2 mL), driedover MgSO4, filtered and concentrated in vacuo. The resultant crude oil was purified by flashchromatography (EtOAc-hexanes 1:3) giving the product as a pale oil (10 mg, 17%). vmax(neat)/cm-12856, 1727, 1367, 1104, 845; deltaH (400 MHz; CDCl3), 7.41 (d, J = 2.0 Hz), 7.32 (dt, J = 8.3, 1.7, 2H),7.27 (m, 2H), 7.03 (dt, J = 8.5, 2.0, 2H), 3.60 (t, J = 6.8, 2H) 3.47 (q, J = 6.4, 2H), 2.87 (t, J = 4.8, 4H),2.66 (t, J = 7.1, 2H), 2.37 (s, 3H), 2.20 (m, 4H), 1.75 (m, 4H), 1.60 (m, 6H), 1.44 (s, 9H); HRMS (ESI+)[M + H]+ 667.2817 calcd for C36H45Cl2N4O4 667.2812.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 65868-63-5, its application will become more common.

Reference:
Article; Grant, Phillip S.; Kahlcke, Nils; Govindpani, Karan; Hunter, Morag; MacDonald, Christa; Brimble, Margaret A.; Glass, Michelle; Furkert, Daniel P.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 21; (2019);,
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Ester – an overview | ScienceDirect Topics

Some tips on 65868-63-5

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 6-bromohexanoate. I believe this compound will play a more active role in future production and life.

Related Products of 65868-63-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 65868-63-5, name is tert-Butyl 6-bromohexanoate, This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of tert- butyl 6-bromohexanoate (1 .0 g, 3.98 mmol) in THF (10 mL) was added dimethylamine (2 M in THF) (7.96 mL, 15.93 mmol). The reaction mixture was stirred at room temperature for 16 h. The resulting mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography, eluting with a gradient 1 % – 15% MeOH in DCM. The fractions containing the desired product were combined and concentrated to afford Z-2. LC/MS: (M+H)+ = 216.2. 1H NMR (300 MHz, CDCIs): d 2.35-2.17 (m, J = 8.5, 6.5 Hz, 10H), 1.67-1.47 (m, 4H), 1.45 (s, 9H), 1.42 -1.23 (m, 2H).

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 6-bromohexanoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WOOD, Harold, B.; JOSIEN, Hubert, B.; TUCKER, Thomas, Joseph; KEREKES, Angela, Dawn; TONG, Ling; WALJI, Abbas, M.; NAIR, Anikumar, G.; DING, Fa-Xiang; BIANCHI, Elisabetta; BRANCA, Danila; WU, Chengwei; XIONG, Yusheng; HA, Sookhee, Nicole; LIU, Jian; BOGA, Sobhana, Babu; (183 pag.)WO2019/246349; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics