Acetone → 4-(4-(Propan-2-yl)piperazin-1-yl)benzoic acid hydrochloride

HRID 478629

Reaction equation

HRID 478629 reaction equation
C[O:2][C:3](=[O:19])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([CH:16]([CH3:18])[CH3:17])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1.CC(C)=O.[ClH:24]>>[ClH:24].[CH:16]([N:13]1[CH2:14][CH2:15][N:10]([C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:19])=[O:2])=[CH:5][CH:6]=2)[CH2:11][CH2:12]1)([CH3:18])[CH3:17]

Participants

4

Reactant 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 69129778Methyl 4-(4-propan-2-yl-piperazin-1-yl)benzoate

Product 1

HCID 470022034-(4-(Propan-2-yl)piperazin-1-yl)benzoic acid hydrochloride

Conditions

Temperature
2 °C

Procedure

4-(4-Isopropyl-piperazin-1-yl)-benzoic acid methyl ester (0.9 mmol) is dissolved in 4N HCl (2 ml) and heated under reflux for 7 hours. The mixture is cooled in an ice bath to 0-4° C. and acetone is added. The solid material formed is filtered off, washed with cold acetone and dried (vacuum). A pale-brown powder with mp. >270° C., Rf=0.08 (CH2Cl2/MeOH=9:1) is obtained.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 7 hours
  3. customThe solid material formed
  4. filtrationis filtered off
  5. washwashed with cold acetone
  6. customdried (vacuum)
  7. customA pale-brown powder with mp. >270° C., Rf=0.08 (CH2Cl2/MeOH=9:1) is obtained

Sources & evidence

ORD record
ord-cfc40f076cc64d3a88489e8e7a488252
Source dataset
uspto-grants-2003_11
Patent number
US06642239B2

Linked notes

Loading…