Hydrochloric Acid → 4-(4-Methylpiperazin-1-yl)benzoic acid hydrochloride

HRID 478622

Reaction equation

HRID 478622 reaction equation
C[O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)=[CH:6][CH:5]=1.[ClH:18]>CC(C)=O>[ClH:18].[CH3:16][N:13]1[CH2:12][CH2:11][N:10]([C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:17])=[O:2])=[CH:5][CH:6]=2)[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1472668Methyl 4-(4-methylpiperazin-1-yl)benzoate

Product 1

HCID 185622734-(4-Methylpiperazin-1-yl)benzoic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
2 °C

Procedure

4-(4-Methyl-piperazin-1-yl)-benzoic acid methyl ester (8.5 mmol) is dissolved in 4N HCl (15 ml) and heated under reflux for 8 hours. The mixture is cooled in an ice bath to 0-4° C., diluted with 5 ml acetone and the solid material formed is filtered off, washed with acetone and dried (vacuum). A white powder with mp. >270° C., Rf=0.11 (CH2Cl2/MeOH=9:1) is obtained.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 8 hours
  3. customthe solid material formed
  4. filtrationis filtered off
  5. washwashed with acetone
  6. customdried (vacuum)
  7. customA white powder with mp. >270° C., Rf=0.11 (CH2Cl2/MeOH=9:1) is obtained

Sources & evidence

ORD record
ord-e05871aee5d34ade99a6fdea2466975f
Source dataset
uspto-grants-2003_11
Patent number
US06642239B2

Linked notes

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