2-(Diethoxymethyl)-4,4-dimethylcyclohexanone → 1-(4-Chlorophenyl)-2-(diethoxymethyl)-4,4-dimethylcyclohexanol

HRID 1920379Notes

Reaction equation

HRID 1920379 reaction equation
[CH2:1]([O:3][CH:4]([O:14][CH2:15][CH3:16])[CH:5]1[CH2:10][C:9]([CH3:12])([CH3:11])[CH2:8][CH2:7][C:6]1=[O:13])[CH3:2].[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([Mg]Br)=[CH:20][CH:19]=1>>[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([C:6]2([OH:13])[CH2:7][CH2:8][C:9]([CH3:12])([CH3:11])[CH2:10][CH:5]2[CH:4]([O:3][CH2:1][CH3:2])[O:14][CH2:15][CH3:16])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 580183412-(Diethoxymethyl)-4,4-dimethylcyclohexanoneHCID 178478191HCID 178478191, compound

Product 1

HCID 580183391-(4-Chlorophenyl)-2-(diethoxymethyl)-4,4-dimethylcyclohexanol

Procedure

reacting the 2-(diethoxymethyl)-4,4-dimethylcyclohexanone and 4-chlorophenyl magnesium bromide at about −60° C. to −10° C. to provide 1-(4-chlorophenyl)-2-(diethoxymethyl)-4,4-dimethylcyclohexanol and isolating or not isolating the 1-(4-chlorophenyl)-2-(diethoxymethyl)-4,4-dimethylcyclohexanol;

Workup

  1. customat about −60° C. to −10° C.

Sources & evidence

ORD record
ord-a6bbd196eb01467abee86608d0206f98
Source dataset
uspto-grants-2012_05
Patent number
US08168784B2

Reaction notes

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