2-Cyclohexen-1-one, 6-ethenyl-5,6-dimethyl-, (5R,6S)-

Base Information

Chemical Name:2-Cyclohexen-1-one, 6-ethenyl-5,6-dimethyl-, (5R,6S)-
CAS No.:501369-16-0
Molecular Formula:C10H14O
Molecular Weight:150.221
Hs Code.:

Synonyms:

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Chemical Property of 2-Cyclohexen-1-one, 6-ethenyl-5,6-dimethyl-, (5R,6S)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2-Cyclohexen-1-one, 6-ethenyl-5,6-dimethyl-, (5R,6S)-

There total 6 articles about 2-Cyclohexen-1-one, 6-ethenyl-5,6-dimethyl-, (5R,6S)- 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: 60.0%

: 71338-48-2
phenylselanylacetaldehyde

: 501369-15-9
(5R)-5,6-dimethylcyclohex-2-enone

: 501369-16-0
(5R,6S)-5,6-dimethyl-6-vinylcyclohex-2-enone

Guidance literature:: phenylselanylacetaldehyde; (5R)-5,6-dimethylcyclohex-2-enone; With lithium diisopropyl amide; In diethyl ether; at -78 ℃; for 2h; Inert atmosphere;

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 4h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/ejoc.201600538

Reference yield:

: 89-82-7,90449-51-7
pulegone

: 501369-16-0
(5R,6S)-5,6-dimethyl-6-vinylcyclohex-2-enone

Guidance literature:: Multi-step reaction with 6 steps

1.1: 70 percent / LDA; LiCl

2.1: 75 percent / KOH / Heating

3.1: diisopropyl amine; n-butyllithium; triethylamine / chlorotrimethylsilane / tetrahydrofuran; petroleum ether / -78 - 0 °C

3.2: bromine / tetrahydrofuran; petroleum ether / 2 h / -78 °C

4.1: 5.0 g / lithium carbonate; lithium bromide / dimethylformamide / 4 h / 100 - 105 °C

5.1: diisopropyl amine; n-butyllithium / diethyl ether; petroleum ether / 0.58 h / -78 °C

5.2: diethyl ether; petroleum ether / 1 h / -78 °C

6.1: 378 mg / triethylamine; methanesulfonyl chloride / CH₂Cl₂ / 4 h / 20 °C

With potassium hydroxide; n-butyllithium; lithium carbonate; methanesulfonyl chloride; triethylamine; diisopropylamine; lithium chloride; lithium bromide; lithium diisopropyl amide; chloro-trimethyl-silane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; Petroleum ether;
DOI:10.1021/ja0296531

Reference yield:

: 234078-11-6
(2RS,3R)-2,3-dimethylcyclohexanone

: 501369-16-0
(5R,6S)-5,6-dimethyl-6-vinylcyclohex-2-enone

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropyl amine; n-butyllithium; triethylamine / chlorotrimethylsilane / tetrahydrofuran; petroleum ether / -78 - 0 °C

1.2: bromine / tetrahydrofuran; petroleum ether / 2 h / -78 °C

2.1: 5.0 g / lithium carbonate; lithium bromide / dimethylformamide / 4 h / 100 - 105 °C

3.1: diisopropyl amine; n-butyllithium / diethyl ether; petroleum ether / 0.58 h / -78 °C

3.2: diethyl ether; petroleum ether / 1 h / -78 °C

4.1: 378 mg / triethylamine; methanesulfonyl chloride / CH₂Cl₂ / 4 h / 20 °C

With n-butyllithium; lithium carbonate; methanesulfonyl chloride; triethylamine; diisopropylamine; lithium bromide; chloro-trimethyl-silane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; Petroleum ether;
DOI:10.1021/ja0296531