Water → 2-(4-dimethylamino-4-phenyl-cyclohexyl)-N-phenyl-acetamide Hydrochloride

HRID 908995Notes

Reaction equation

HRID 908995 reaction equation
[Cl:1][Si](C)(C)C.O.[CH3:7][N:8]([CH3:31])[C:9]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:14][CH2:13][CH:12]([CH2:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:17])[CH2:11][CH2:10]1>CC(CC)=O>[ClH:1].[CH3:31][N:8]([CH3:7])[C:9]1([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:14][CH2:13][CH:12]([CH2:15][C:16]([NH:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[O:17])[CH2:11][CH2:10]1

Participants

5

Reactant 3

HCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 116464442-(4-dimethylamino-4-phenyl-cyclohexyl)-N-phenyl-acetamide

Product 1

HCID 116464432-(4-dimethylamino-4-phenyl-cyclohexyl)-N-phenyl-acetamide HydrochlorideYield 64%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Chlorotrimethylsilane (0.124 ml) and water (9 μl) were added to a solution of the less polar diastereoisomer of 2-(4-dimethylamino-4-phenyl-cyclohexyl)-N-phenyl-acetamide (300 mg, 0.9 mmol) in ethyl methyl ketone (2 ml). After 18 h it was possible to isolate the hydrochloride as a colourless solid in a yield of 64% (210 mg) (Example 55).

Sources & evidence

ORD record
ord-c2d71c43705643e3bfdeb5b7d76848e4
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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