Acetone → 1-[1-(4-Chlorophenyl)cyclobutyl]-N,N,3-trimethylbutan-1-amine--hydrogen chloride--water (1/1/1)

HRID 1651542Notes

Reaction equation

HRID 1651542 reaction equation
Cl.[CH3:2][N:3]([CH:5]([C:10]1([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH2:13][CH2:12][CH2:11]1)[CH2:6][CH:7]([CH3:9])[CH3:8])[CH3:4].CC(C)=[O:23]>O>[OH2:23].[ClH:20].[CH3:2][N:3]([CH:5]([C:10]1([C:14]2[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=2)[CH2:13][CH2:12][CH2:11]1)[CH2:6][CH:7]([CH3:9])[CH3:8])[CH3:4]

Participants

4

Reactant 2

HCID 180AcetoneHCID 64764Sibutramine hydrochloride

Product 1

HCID 647651-[1-(4-Chlorophenyl)cyclobutyl]-N,N,3-trimethylbutan-1-amine--hydrogen chloride--water (1/1/1)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N,N-Dimethyl-1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutylamine hydrochloride (10 g) was dissolved in a boiling mixture of acetone (110 ml) and water (1.2 ml). The solution was filtered whilst hot and the volume of the filtrate reduced by the removal by distillation of 80 ml of solvent. The product was collected from the cooled concentrate by filtration and dried in vacuo at ambient temperature to give N,N-dimethyl-1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutylamine hydrochloride monohydrate (m.p. 195° C.).

Workup

  1. filtrationThe solution was filtered whilst hot and the volume of the filtrate
  2. customreduced by the removal by distillation of 80 ml of solvent
  3. customThe product was collected from the cooled
  4. concentrationconcentrate by filtration
  5. customdried in vacuo at ambient temperature

Sources & evidence

ORD record
ord-6d2f5f7b38ca4e668aaaaa998ed23cf8
Source dataset
uspto-grants-1990_05
Patent number
US04929629

Reaction notes

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