2-(4-oxocyclohexyl)acetic Acid → 2-(4-Hydroxy-4-methylcyclohexyl)acetic acid

HRID 72858Notes

Reaction equation

HRID 72858 reaction equation
[CH3:1][Mg+].[Br-].[O:4]=[C:5]1[CH2:10][CH2:9][CH:8]([CH2:11][C:12]([OH:14])=[O:13])[CH2:7][CH2:6]1>C1COCC1>[OH:4][C:5]1([CH3:1])[CH2:10][CH2:9][CH:8]([CH2:11][C:12]([OH:14])=[O:13])[CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 99204382-(4-oxocyclohexyl)acetic AcidHCID 178418689HCID 178418689, compound

Product 1

HCID 510516732-(4-Hydroxy-4-methylcyclohexyl)acetic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Prepared using an excess of MeMgBr (26 mmol) in THF (20 ml) with (4-Oxo-cyclohexyl)-acetic acid (13 mmol) as described on Journal of American Society 93 (1), 1971, 121-129.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-9c0abc16bb574c42ba9e4d3b1cac9333
Source dataset
uspto-grants-2014_09
Patent number
US08829029B2

Reaction notes

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