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(2E)-2-(hydroxymethylene)-4,4-dimethylcyclohexanone → 2-(Diethoxymethyl)-4,4-dimethylcyclohexanone

HRID 1920477
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HRID 1920477 반응식
O/C=[C:3]1/[C:4](=[O:11])[CH2:5][CH2:6][C:7]([CH3:10])([CH3:9])[CH2:8]/1.F[B-](F)(F)F.[CH2:17]([O:19][CH+:20][O:21][CH2:22][CH3:23])[CH3:18]>>[CH2:17]([O:19][CH:20]([O:21][CH2:22][CH3:23])[CH:3]1[CH2:8][C:7]([CH3:10])([CH3:9])[CH2:6][CH2:5][C:4]1=[O:11])[CH3:18]
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참가 물질

3

반응물 2

HCID 12173050(2E)-2-(hydroxymethylene)-4,4-dimethylcyclohexanoneHCID 178468207HCID 178468207, 화합물

생성물 1

HCID 580183412-(Diethoxymethyl)-4,4-dimethylcyclohexanone

실험 절차

Another route involves reacting dimethylcyclohexanone (1A) with a prepared solution of diethoxycarbenium fluoroborate to provide 2-(diethoxymethyl)-4,4-dimethylcyclohexanone (8). The reaction is typically performed below room temperature in a solvent such as but not limited to methylene chloride. Chlorophenyl magnesium bromide is then added to a solution of 2-(diethoxymethyl)-4,4-dimethylcyclohexanone (8) to provide 1-(4-chlorophenyl)-2-(diethoxymethyl)-4,4-dimethylcyclohexanol (9). The reaction is typically performed below room temperature in a solvent such as but not limited to tetrahydrofuran. 1-(4-Chlorophenyl)-2-(diethoxymethyl)-4,4-dimethylcyclohexanol (9) can be treated with an acid such as but not limited to HCl, to provide the aldehyde intermediate (2-(4-chlorophenyl)-5,5-dimethylcyclohex-1-ene-1-carbaldehyde) (4).

출처 및 근거

ORD 기록
ord-410958017f07431fbf4af5287f56bad4
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08168784B2

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