(2R,3R)-2-methyl-3-(2-propenyl)cyclohexanone

Base Information

Chemical Name:(2R,3R)-2-methyl-3-(2-propenyl)cyclohexanone
CAS No.:1350928-16-3
Molecular Formula:C₁₀H₁₆O
Molecular Weight:152.236
Hs Code.:

Synonyms:

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Chemical Property of (2R,3R)-2-methyl-3-(2-propenyl)cyclohexanone

Chemical Property:

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Technology Process of (2R,3R)-2-methyl-3-(2-propenyl)cyclohexanone

There total 4 articles about (2R,3R)-2-methyl-3-(2-propenyl)cyclohexanone 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:

: 1330526-92-5
(R)-1-(2-propenyl)-2-methyl-2-cyclohexenol

: (2S,3R)-2-methyl-3-(2-propenyl)cyclohexanone

: 1350928-16-3
(2R,3R)-2-methyl-3-(2-propenyl)cyclohexanone

Guidance literature:: (R)-1-(2-propenyl)-2-methyl-2-cyclohexenol; With 18-crown-6 ether; potassium tert-butylate; In toluene; at 84 ℃; for 1h; Inert atmosphere;

With ammonium chloride; In water; toluene; Saturated solution;
DOI:10.1021/jo2013753

Reference yield:

: 930-68-7
cyclohexenone

: (2S,3R)-2-methyl-3-(2-propenyl)cyclohexanone

: 1350928-16-3
(2R,3R)-2-methyl-3-(2-propenyl)cyclohexanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; dmap / tetrahydrofuran; water / 0.25 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: R-Br₂BINOL / tert-butyl alcohol / 0.17 h / 20 °C / Inert atmosphere

2.2: 24 h / 20 °C / Inert atmosphere

3.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / diethyl ether / 0.17 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: potassium tert-butylate; 18-crown-6 ether / toluene / 1.08 h / 20 - 85 °C / Inert atmosphere

With dmap; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); 18-crown-6 ether; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; diethyl ether; water; toluene; tert-butyl alcohol; 3.1: |Kumada Cross-Coupling / 3.2: |Kumada Cross-Coupling / 4.1: |Cope Rearrangement;
DOI:10.1021/jo401158d

Reference yield:

: 33948-36-6
2-iodocyclohex-2-en-1-one

: (2S,3R)-2-methyl-3-(2-propenyl)cyclohexanone

: 1350928-16-3
(2R,3R)-2-methyl-3-(2-propenyl)cyclohexanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: R-Br₂BINOL / tert-butyl alcohol / 0.17 h / 20 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / diethyl ether / 0.17 h / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: potassium tert-butylate; 18-crown-6 ether / toluene / 1.08 h / 20 - 85 °C / Inert atmosphere

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); 18-crown-6 ether; potassium tert-butylate; In diethyl ether; toluene; tert-butyl alcohol; 2.1: |Kumada Cross-Coupling / 2.2: |Kumada Cross-Coupling / 3.1: |Cope Rearrangement;
DOI:10.1021/jo401158d