Benzylamine → HCID 21514089, compound

HRID 1576112Notes

Reaction equation

HRID 1576112 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:28])[CH2:14][CH2:13][N:12]([CH:15]([F:27])[CH2:16][CH:17](F)[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:19])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[CH2:29]([NH2:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>O>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:28])[CH2:14][CH2:13][N:12]([CH:15]([F:27])[CH2:16][CH:17]([NH:36][CH2:29][C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[O:19])[CH2:11][CH2:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 21514082HCID 21514082, compound

Product 1

HCID 21514089HCID 21514089, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of γ-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,4-difluorobutyrophenone hydrochloride (4.0 g) and benzylamine (50 ml) was stirred at room temperature for about 30 hours. The mixture was poured into water and extracted with ethyl acetate. The extract was sufficiently washed with water and concentrated under reduced pressure. Triturating the residue with a mixture of ether and n-hexane, there was obtained γ-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-2-benzylamino-4-fluorobutyrophenone. M.P. 113° - 117°C. IR νmaxNujol 3350, 3300, 1639, 1600 cm-1.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was sufficiently washed with water
  3. concentrationconcentrated under reduced pressure
  4. customTriturating the residue
  5. additionwith a mixture of ether and n-hexane

Sources & evidence

ORD record
ord-67b8c8ccef5a45aca62796c07c4e4cf1
Source dataset
uspto-grants-1976_09
Patent number
US03979390

Reaction notes

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