(+/-)-(1R,2R)-2-vinylcyclohexanecarboxylic acid

Base Information

Chemical Name:(+/-)-(1R,2R)-2-vinylcyclohexanecarboxylic acid
CAS No.:81987-51-1
Molecular Formula:C₉H₁₄O₂
Molecular Weight:154.209
Hs Code.:

Synonyms:(+/-)-(1R,2R)-2-vinylcyclohexanecarboxylic acid

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Chemical Property of (+/-)-(1R,2R)-2-vinylcyclohexanecarboxylic acid

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Technology Process of (+/-)-(1R,2R)-2-vinylcyclohexanecarboxylic acid

There total 6 articles about (+/-)-(1R,2R)-2-vinylcyclohexanecarboxylic acid 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%

: 65641-39-6
cis-1-Oxo-3-hydroxy-perhydroisobenzofuran

: 19493-09-5
Methylenetriphenylphosphorane

: 81987-51-1,180908-13-8
(+/-)-(1R,2R)-2-vinylcyclohexanecarboxylic acid

Guidance literature:: In tetrahydrofuran; at 0 - 20 ℃; for 4h;
DOI:10.1021/ja9537585

Reference yield: 44.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 65641-39-6
cis-1-Oxo-3-hydroxy-perhydroisobenzofuran

: 81987-51-1,180908-13-8
(+/-)-(1R,2R)-2-vinylcyclohexanecarboxylic acid

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

cis-1-Oxo-3-hydroxy-perhydroisobenzofuran; In tetrahydrofuran; hexane; at 0 - 20 ℃; Further stages; Inert atmosphere;
DOI:10.1002/anie.201100718

Reference yield:

: 13149-00-3
1,2-cis-cyclohexanedicarboxylic anhydride

: 81987-51-1,180908-13-8
(+/-)-(1R,2R)-2-vinylcyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / LiAlH(Ot-Bu)3 / tetrahydrofuran / 7 h / -20 - 20 °C

2: 60 percent / tetrahydrofuran / 4 h / 0 - 20 °C

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran;
DOI:10.1021/ja9537585