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

HRID 974527Notes

Reaction equation

HRID 974527 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].[OH2:21]>C1(C)C=CC=CC=1>[OH2:21].[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 962WaterHCID 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 1140TolueneSolvent

Procedure

N,N-Dimethyl-1-[1-(4-chlorophenyl)cyclobutyl]-3-methylbutylamine hydrochloride (5 g) was dissolved in a boiling mixture of toluene (126 ml) and water (12.6 ml). The solution was filtered whilst hot and the filtrate cooled. The product crystallised from the cooled filtrate and was collected 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. 194°-196° C.).

Workup

  1. filtrationThe solution was filtered whilst hot and the filtrate
  2. temperaturecooled
  3. customThe product crystallised from the cooled filtrate
  4. filtrationwas collected by filtration
  5. customdried in vacuo at ambient temperature

Sources & evidence

ORD record
ord-eada22b79e60499c897fdf45035a69b7
Source dataset
uspto-grants-1991_11
Patent number
US05068440

Reaction notes

Loading…