4-Chlorobenzoyl chloride → HCID 21430572, compound

HRID 1730364Notes

Reaction equation

HRID 1730364 reaction equation
Cl.Cl.[NH2:3][CH:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:14])[CH2:6][CH2:5]1.[Cl:21][C:22]1[CH:30]=[CH:29][C:25]([C:26](Cl)=[O:27])=[CH:24][CH:23]=1>>[Cl:21][C:22]1[CH:30]=[CH:29][C:25]([C:26]([NH:3][CH:4]2[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][C:13]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[O:14])[CH2:6][CH2:5]2)=[O:27])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 85014-Chlorobenzoyl chlorideHCID 227548374-Amino-1-(4-phenyl-4-oxobutyl)piperidine dihydrochloride

Product 1

HCID 21430572HCID 21430572, compound

Procedure

4-Amino-1-(4-phenyl-4-oxobutyl)piperidine dihydrochloride (3.19 g.) was acylated with p-chloro-benzoyl chloride (1.75 g.) in the manner of example75. Filtration afforded the title compound as the base (3.277 g.). This wassuspended in boiling ethanol (15 ml). and ethanol/HCl added until acid. On cooling the title compound crystallised out as the hydrochloride, colourless needles (3.41 g.), m.p. 261.1°. Analysis: Found: C, 62.89; H, 6.33; N, 6.64. C22H25CIN2O2.HCl requires C, 62.69; H, 6.22; N, 6.65%.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-0e13a9740223465a81a0b7e998479cad
Source dataset
uspto-grants-1976_11
Patent number
US03992389

Reaction notes

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