Category: 27741-65-7

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 27741-65-7 as follows. Safety of Ethyl 2-cyclobutylideneacetate

In 40 mL of dry DCM ethyl 2-cyclobutylideneacetate (0.85 g, 6.07 mmol) was allowed to cool to -78 C. under nitrogen atmosphere. To this solution DIBAL-H (1M in toluene) (1.72 g, 12.1 mL, 12.1 mmol) was added dropwise. Reaction was monitored by TLC. When the starting material was consumed completely the reaction mixture was quenched with MeOH/H2O (1:1) (Rf=0.28, 20% ethyl acetate/n-hexane). DCM layer was separated and dried over sodium sulphate. DCM was removed under reduced pressure. Crude product was purified by column chromatography (silica gel 60-120 mesh, 0-20% ethyl acetate and n-hexane as eluent) afforded colorless oil. [0545] Yield: 0.5 g (84%) [0546] 1H NMR (400 MHz, CDCl3): delta 1.61 (br, 1H), 1.91-2.05 (m, 2H), 2.65-2.74 (m, 4H), 4.02 (d, J=7.2 Hz, 2H), 5.30-5.36 (m, 1H).

According to the analysis of related databases, 27741-65-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cornell University; Coferon, Inc.; Purdue Research Foundation; Barany, Francis; Pingle, Maneesh; Bergstrom, Donald E.; Giardina, Sarah F.; Arnold, Lee Daniel; US2014/194383; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 27741-65-7, The chemical industry reduces the impact on the environment during synthesis 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, I believe this compound will play a more active role in future production and life.

[00269] Step 1 : Ethyl 2-cyclobutylideneacetate (408.9 mg, 2.917 mmol) was dissolved in THF (14.6 mL, 0.2 M). The solution was degassed with N2, and treated with copper (I) iodide (61 1.1 mg, 3.209 mmol). This was cooled to 0 C and treated with chlorotrimethylsilane (405.8 mu, 3.209 mmol). The mixture was stirred at 0 C for 10 minutes and then treated with ethylmagnesium bromide (2917 mu, 2.917 mmol). This was stirred at 0 C for 1 hour. The mixture was quenched with water, and the organics were extracted with Et20 twice, washed with brine and dried with Na2S04. This was then concentrated down to give ethyl 2-(l-ethylcyclobutyl)acetate (0.2675 g, 53.8%).

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, Ethyl 2-cyclobutylideneacetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; BLAKE, James, F.; COOK, Adam; GAUDINO, John; GUNAWARDANA, Indrani, W.; HICKEN, Erik, James; HUNT, Kevin, W.; LYON, Michael; METCALF, Andrew, T.; MOHR, Peter, J.; MORENO, David, A.; NEWHOUSE, Brad; REN, Li; SCHWARZ, Jacob; CHEN, Huifen; GAZZARD, Lewis; SCHMIDT, Jane; DO, Steve; WO2015/103137; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 27741-65-7, A common heterocyclic compound, 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, molecular formula is C8H12O2, 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.

General procedure: In a 5 mL microwave vial containing alpha,beta-unsaturated ethyl ester (100mg, 1.00equiv), boronic ester (2.00 equiv), potassium carbonate (2.00 equiv) and [RhOH(COD)]2 (0.05 equiv) was added 2% wt. TPGS-750-M solution in water (3 mL). The mixture was stirred vigorously at ambient temperature for the indicated time. The reaction mixture was then extracted with ethyl acetate. The organic phase was subsequently dried over MgSO4, filtrated and reduced under vacuum. The crude product was purified by column chromatography on silica (eluent: 0-10% methanol in dichloromethane) to yield the desired product.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Linsenmeier, Anna M.; Braje, Wilfried M.; Tetrahedron; vol. 71; 38; (2015); p. 6913 – 6919;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, 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 27741-65-7, Quality Control of Ethyl 2-cyclobutylideneacetate

To a solution of 25% NaOH in H20 (1.5 mL) and EtOH (1.5 mL) was added ethyl 2-cyclobutylideneacetate 76 (0.20 g, 1.42 mmol) and stirred for 12h at room temperature, reaction mixture was concentrated to one third and acidified with iN HC1 to pH 2-3 and extracted with ethyl acetate (2 x 50 mL), organic layer was washed with water, dried over Na2SO4 and concentrated to obtain pure compound 2- cyclobutylideneacetic acid precursor-44 as off white solid (0.10 g, 62% Yield). 1IETNMR (400 MHz, CDC13): oe 5.59 (t, 111), 3.14 (t, 2H), 2.86 (t, 2H), 2.13-2.05 (m, 2H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; SIVANANDHAN, Dhanalakshmi; BAKTHAVATCHALAM, Rajagopal; KETHIRI, Raghava Reddy; VISWANADHAN, Vellarkad Narayana; GIRI, Sanjeev; WO2015/25197; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 27741-65-7, These common heterocyclic compound, 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, 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.

In 1:1:0.5 THF/water/Methanol (10:10:5 mL each), ethyl 2-cyclobutylideneacetate (1.2 g, 8.57 mmol) and lithium hydroxide monohydrate (2.15 g, 51.4 mmol) was added at room temperature. Reaction mixture was allowed to stir at room temperature for 16 h. TLC showed absence of starting material (Rf=0.4, 30% ethyl acetate/n-hexane). THF and Methanol was removed under reduced pressure. Aqueous layer was acidified with citric acid and extracted with ethyl acetate. Crude product was purified by column chromatography (silica gel 60-120 mesh ethyl acetate/n-hexane as eluent) to afford white solid. [0505] Yield: 0.6 g (62%) [0506] 1H NMR (400 MHz, CDCl3): delta 2.02-2.20 (m, 2H). 2.86 (t, J=7.8 Hz, 2H), 3.14 (t, J=7.8 Hz, 2H), 5.59 (t, J=2 Hz, 1H).

Statistics shows that Ethyl 2-cyclobutylideneacetate is playing an increasingly important role. we look forward to future research findings about 27741-65-7.

Reference:
Patent; Cornell University; Coferon, Inc.; Purdue Research Foundation; Barany, Francis; Pingle, Maneesh; Bergstrom, Donald E.; Giardina, Sarah F.; Arnold, Lee Daniel; US2014/194383; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 27741-65-7, name is Ethyl 2-cyclobutylideneacetate, 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 27741-65-7, Application In Synthesis of Ethyl 2-cyclobutylideneacetate

Step 2: 6′-Hydroxy-5,7′-dimethylspiro[cyclobutane-1,2′-thiochromen]-4′(3’H)-one To a solution of 4-mercapto-2,6-dimethylphenol (2.5 g) in anhydrous methanol (40 mL) containing trimethyl orthoformate (3 mL), was added cyclobutylidene-acetic acid ethyl ester (7.6 g) and then 5 drops of concentrated sulfuric acid. The solution was deoxygenated by bubbling with nitrogen, and was allowed to reflux for 4 days. The mixture was concentrated, washed with saturated NaHCO3 and extracted with ethyl acetate. After concentrated in vacuo, the residue was purified by flash chromatography eluted with 10-20% ethyl acetate in hexane to give 3.1 g of methyl {1-[(4-hydroxy-3,5-dimethylphenyl)thio]cyclobutyl}acetate as a white solid. The above addition product (3.1 g) was suspended in 200 mL of 1N NaOH in MeOH and water (1:1, v/v), and the mixture was allowed to stir for 1 hour. The reaction mixture was then acidified with 1N HCl and extracted 3 times with ethyl acetate. The organic layer was washed with water and dried over anhydrous Na2SO4, and concentrated in vacuo.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 2-cyclobutylideneacetate, and friends who are interested can also refer to it.

Reference:
Patent; Galileo Pharmaceuticals, Inc.; US2006/128790; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics