Dimethylamine → HCID 21514124, compound

HRID 1576114Notes

Reaction equation

HRID 1576114 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.[CH3:29][NH:30][CH3:31]>C1C=CC=CC=1>[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]([N:30]([CH3:31])[CH3:29])[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 674DimethylamineHCID 21514082HCID 21514082, compound

Product 1

HCID 21514124HCID 21514124, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a suspension of γ-[4-(p-chlorophenyl)-4-hydroxypiperidin-1-yl]-2,4-difluorobutyrophenone hydrochloride (2.0 g) in benzene (160 ml) were added 80 g of 40 % aqueous solution of dimethylamine, and the resulting mixture was stirred at room temperature for 27 hours. The benzene layer was separated, washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was sufficiently triturated and washed with n-hexane to afford γ-[4-(p-chlorophenyl)-4-hydroxypiperidin-1-yl]-2-dimethylamino-4-fluorobutyrophenone. M.P. 83° - 85°C.

Workup

  1. customThe benzene layer was separated
  2. washwashed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was sufficiently triturated
  6. washwashed with n-hexane

Sources & evidence

ORD record
ord-51e4159df46344ed99407fae76bcfef7
Source dataset
uspto-grants-1976_09
Patent number
US03979390

Reaction notes

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