Ethyl 4-methylidenecyclohexane-1-carboxylate → 4-Methylenecyclohexylmethanol

HRID 15288Notes

Reaction equation

HRID 15288 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][C:9](=[CH2:12])[CH2:8][CH2:7]1)=O)C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>>[CH2:12]=[C:9]1[CH2:10][CH2:11][CH:6]([CH2:4][OH:3])[CH2:7][CH2:8]1

Participants

3

Reactant 2

HCID 15151435Ethyl 4-methylidenecyclohexane-1-carboxylateHCID 21226445Aluminium lithium hydride

Product 1

HCID 138604-Methylenecyclohexylmethanol

Procedure

The reduction reaction of 4-methylene-cyclohexanecarboxylic acid ethyl ester with LAH is as described in the above reference. The product was purified by distillation to provide (4-methylene-cyclohexyl)-methanol as clear oil (3.67 g, 29.09 mmol, 50% over Step A and B).

Workup

  1. distillationThe product was purified by distillation

Sources & evidence

ORD record
ord-3c57686b1d0049178aa5b0b71d067ff8
Source dataset
uspto-grants-2010_06
Patent number
US07732449B2

Reaction notes

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