Chlorotrimethylsilane → 2-(4-Dimethylamino-4-phenylcyclohexylidene)-N-phenylethyl-acetamide hydrochloride

HRID 908927Notes

Reaction equation

HRID 908927 reaction equation
[CH3:1][N:2]([CH3:27])[C:3]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:11])[CH2:5][CH2:4]1.[Cl:28][Si](C)(C)C>CC(CC)=O>[ClH:28].[CH3:27][N:2]([CH3:1])[C:3]1([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:11])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 6397ChlorotrimethylsilaneHCID 116612722-(4-Dimethylamino-4-phenylcyclohexylidene)-N-phenylethylacetamide

Product 1

HCID 116612712-(4-Dimethylamino-4-phenylcyclohexylidene)-N-phenylethyl-acetamide hydrochlorideYield 86%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-(4-Dimethylamino-4-phenylcyclohexylidene)-N-phenylethylacetamide (225 mg, 0.62 mmol) was dissolved in ethyl methyl ketone (12 ml) with gentle heating and chlorotrimethylsilane (0.118 ml, 0.93 mmol) was added. After 2 h the product was isolated as a colourless solid in a yield of 86% (213 mg).

Workup

  1. temperaturewith gentle heating
  2. customAfter 2 h the product was isolated as a colourless solid in a yield of 86% (213 mg)

Sources & evidence

ORD record
ord-878d3373eff74d29b176a90ed1259e43
Source dataset
uspto-grants-2011_09
Patent number
US08017630B2

Reaction notes

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