ethyl 2-cyano-2-(3-oxo-cyclohexyl)-butanoate

Base Information

• Chemical Name: ethyl 2-cyano-2-(3-oxo-cyclohexyl)-butanoate
• CAS No.: 450408-86-3
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.299
• Mol file: 450408-86-3.mol

Synonyms:ethyl 2-cyano-2-(3-oxo-cyclohexyl)-butanoate

Chemical Property of ethyl 2-cyano-2-(3-oxo-cyclohexyl)-butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-cyano-2-(3-oxo-cyclohexyl)-butanoate

There total 1 articles about ethyl 2-cyano-2-(3-oxo-cyclohexyl)-butanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 66.0%

cyclohexenone (930-68-7) + 2-cyano-butyric acid ethyl ester (1619-58-5) → ethyl 2-cyano-2-(3-oxo-cyclohexyl)-butanoate (450408-86-3)

Guidance literature:

With sodium ethanolate; In ethanol; at 0 - 20 ℃; for 16h;

DOI:10.1002/jhet.5570390212

Reference yield:

ethyl 2-cyano-2-(3-oxo-cyclohexyl)-butanoate (450408-86-3) → 4-ethyl-2,3,4,5,6,7-hexahydro-1,5-methano-3-oxo-7-(benzene sulfonyl)-2H azocino[4,3-b]indole

Guidance literature:

Multi-step reaction with 7 steps

1: 57 percent / acetic acid / 5 h / Heating

2: 68 percent / aq. sodium chloride; dimethyl sulfoxide / 18 h / 160 °C

3: 52 percent / 2,3-dichloro-5,6-dicyano-p-benzoquinone / tetrahydrofuran / 5 h / 20 °C

4: 75 percent / BF₃*Et₂O; aq. acetic acid / 72 h / Heating

5: 84 percent / aq. sodium hydroxide; tetrabutylammonium hydrogen sulfate / CH₂Cl₂ / 1 h / 20 °C

6: 0.87 g / sodium borohydride / methanol; tetrahydrofuran / 2 h / 20 °C

7: 36 percent / trifluoro acetic acid / CH₂Cl₂ / 12 h / 0 - 20 °C

With sodium hydroxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; tetra(n-butyl)ammonium hydrogensulfate; acetic acid; dimethyl sulfoxide; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium chloride; In tetrahydrofuran; methanol; dichloromethane; 1: Fischer indol reaction;

DOI:10.1002/jhet.5570390212

Reference yield:

ethyl 2-cyano-2-(3-oxo-cyclohexyl)-butanoate (450408-86-3) → 2-(1,2,3,4-tetrahydrocarbazol-4-oxo-9-benzenesulfonyl-2-yl)-butanamide (450408-90-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 57 percent / acetic acid / 5 h / Heating

2: 68 percent / aq. sodium chloride; dimethyl sulfoxide / 18 h / 160 °C

3: 52 percent / 2,3-dichloro-5,6-dicyano-p-benzoquinone / tetrahydrofuran / 5 h / 20 °C

4: 75 percent / BF₃*Et₂O; aq. acetic acid / 72 h / Heating

5: 84 percent / aq. sodium hydroxide; tetrabutylammonium hydrogen sulfate / CH₂Cl₂ / 1 h / 20 °C

With sodium hydroxide; boron trifluoride diethyl etherate; tetra(n-butyl)ammonium hydrogensulfate; acetic acid; dimethyl sulfoxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium chloride; In tetrahydrofuran; dichloromethane; 1: Fischer indol reaction;

DOI:10.1002/jhet.5570390212

upstream raw materials:

cyclohexenone

2-cyano-butyric acid ethyl ester

Downstream raw materials:

2-(1,2,3,4-tetrahydrocarbazol-4-oxo-9-benzenesulfonyl-2-yl)-butanamide

2-(9-benzenesulfonyl-4-hydroxy-2,3,4,9-tetrahydro-1H-carbazol-2-yl)-butyramide