tert-Butoxy bis(dimethylamino)methane → 6-[1-Dimethylamino-methylidene]-2-(4-chloro-phenyl)-cyclohexanone

HRID 2076053Notes

Reaction equation

HRID 2076053 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]2=[O:14])=[CH:4][CH:3]=1.C(O[CH:20](N(C)C)[N:21]([CH3:23])[CH3:22])(C)(C)C>>[CH3:20][N:21]([CH3:23])[CH:22]=[C:10]1[C:9](=[O:14])[CH:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[CH2:13][CH2:12][CH2:11]1

Participants

3

Reactant 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 38395662-(4-Chlorophenyl)cyclohexan-1-one

Product 1

HCID 670961966-[1-Dimethylamino-methylidene]-2-(4-chloro-phenyl)-cyclohexanone

Procedure

2-(4-Chloro-phenyl)-cyclohexanone (104 mg, 0.5 mmol) was reacted with tert.-butoxy-bis-(dimethylamino)-methane using in analogous manner the procedure described in example 45a) to give crude title compound (134 mg) as a red oil which was used directly in the next step. MS ISP (m/e): 264.0 [(M+H)+].

Sources & evidence

ORD record
ord-382e344c59ab49819b933ed2359112f7
Source dataset
uspto-grants-2011_04
Patent number
US07923450B2

Reaction notes

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