Hydrochloric Acid → 2-(3-Chlorophenoxy)-N-(4-dimethylamino-4-phenylcyclohexyl)acetamide hydrochloride

HRID 507876Notes

Reaction equation

HRID 507876 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[O:5][CH2:6][C:7]([NH:9][CH:10]1[CH2:15][CH2:14][C:13]([N:22]([CH3:24])[CH3:23])([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:12][CH2:11]1)=[O:8].Cl.O.Cl[Si](C)(C)C>CC(=O)CC.C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[O:5][CH2:6][C:7]([NH:9][CH:10]1[CH2:15][CH2:14][C:13]([N:22]([CH3:24])[CH3:23])([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:12][CH2:11]1)=[O:8]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6397ChlorotrimethylsilaneHCID 115608852-(3-chlorophenoxy)-N-(4-dimethylamino-4-phenylcyclohexyl)acetamide

Product 1

HCID 115608842-(3-Chlorophenoxy)-N-(4-dimethylamino-4-phenylcyclohexyl)acetamide hydrochloride

Reagents, catalysts & solvents 2

HCID 6569Methyl Ethyl KetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

As described for Example 235, 356 mg of the less polar diastereoisomer of 2-(3-chlorophenoxy)-N-(4-dimethylamino-4-phenylcyclohexyl)acetamide were also obtained and, as a solution in 5 ml 2-butanone and 10 ml ethyl acetate, were converted into the corresponding hydrochloride by addition of 17 μl water and 117 μl chlorotrimethylsilane (338 mg of a white solid, m.p. 223-224.5° C.).

Sources & evidence

ORD record
ord-7bbf139621ae4584a8fe506d3296829a
Source dataset
uspto-grants-2010_08
Patent number
US07786328B2

Reaction notes

Loading…