2-Propenoic acid, 3-(2-acetyl-1-cyclohexen-1-yl)-, 1,1-dimethylethyl ester, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(2-acetyl-1-cyclohexen-1-yl)-, 1,1-dimethylethyl ester, (2E)-
• CAS No.: 395642-98-5
• Molecular Formula: C15H22O3
• Molecular Weight: 250.338
• Mol file: 395642-98-5.mol

Synonyms:

Chemical Property of 2-Propenoic acid, 3-(2-acetyl-1-cyclohexen-1-yl)-, 1,1-dimethylethyl ester, (2E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Propenoic acid, 3-(2-acetyl-1-cyclohexen-1-yl)-, 1,1-dimethylethyl ester, (2E)-

There total 5 articles about 2-Propenoic acid, 3-(2-acetyl-1-cyclohexen-1-yl)-, 1,1-dimethylethyl ester, (2E)- 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: 91.0%

tert-Butyl (E)-3-[2-(1-methoxyethenyl)cyclohex-1-enyl]acrylate (395642-69-0) → tert-Butyl (E)-3-(2-acetylcyclohex-1-enyl)acrylate (395642-98-5)

Guidance literature:

With hydrogenchloride; In diethyl ether; tert-butyl alcohol; at 25 ℃; for 0.166667h;

DOI:10.1002/1521-3765(20010917)7:18<4035::AID-CHEM4035>3.0.CO;2-P

Reference yield:

2-bromocyclohexanone (1056477-06-5,822-85-5) → tert-Butyl (E)-3-(2-acetylcyclohex-1-enyl)acrylate (395642-98-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi; HMDS / tetrahydrofuran; hexane / 0.17 h / -78 °C

1.2: 62 percent / tetrahydrofuran; hexane / 25.5 h / -78 - 20 °C

2.1: 74 percent / PPh₃; LiCl / Pd(OAc)2 / dimethylformamide / 6.5 h / 60 - 75 °C

3.1: 942 mg / Et₃N; PPh₃ / Pd(OAc)2 / dimethylformamide / 41.5 h / 90 °C

4.1: 91 percent / aq. HCl / 2-methyl-propan-2-ol; diethyl ether / 0.17 h / 25 °C

With hydrogenchloride; n-butyllithium; triethylamine; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; lithium chloride; palladium diacetate; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; tert-butyl alcohol; 2.1: Stille coupling / 3.1: Heck coupling;

DOI:10.1002/1521-3765(20010917)7:18<4035::AID-CHEM4035>3.0.CO;2-P

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) → tert-Butyl (E)-3-(2-acetylcyclohex-1-enyl)acrylate (395642-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 942 mg / Et₃N; PPh₃ / Pd(OAc)2 / dimethylformamide / 41.5 h / 90 °C

2: 91 percent / aq. HCl / 2-methyl-propan-2-ol; diethyl ether / 0.17 h / 25 °C

With hydrogenchloride; triethylamine; triphenylphosphine; palladium diacetate; In diethyl ether; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Heck coupling;

DOI:10.1002/1521-3765(20010917)7:18<4035::AID-CHEM4035>3.0.CO;2-P

upstream raw materials:

tert-Butyl (E)-3-[2-(1-methoxyethenyl)cyclohex-1-enyl]acrylate

2-bromocyclohexanone

tert-Butyl acrylate

1-bromo-2-trifluoromethanesulfonyloxycyclohexene