Hydrochloric Acid → Methyl 4-(aminomethyl)benzoate hydrochloride

HRID 1081264Notes

Reaction equation

HRID 1081264 reaction equation
[ClH:1].[NH2:2][CH2:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1.[CH3:13]O>>[ClH:1].[NH2:2][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([C:8]([O:10][CH3:13])=[O:9])=[CH:11][CH:12]=1

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887Methanol2×HCID 655264-(Aminomethyl)Benzoic Acid

Product 1

HCID 2729253Methyl 4-(aminomethyl)benzoate hydrochloride

Procedure

Hydrogen chloride gas was blown into methanol (250 ml) on ice with stirring to prepare a methanol solution of hydrogen chloride (44.4 g). To the solution, 4-aminomethylbenzoic acid (25.70 g) was added at room temperature and the mixture was heated under reflux with stirring for 28 hours to obtain an almost homogeneous solution. The solvent was evaporated under reduced pressure from the solution to obtain methyl 4-aminomethylbenzoate hydrochloride (33.11 g) as a colorless solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux
  3. stirringwith stirring for 28 hours
  4. customto obtain an almost homogeneous solution
  5. customThe solvent was evaporated under reduced pressure from the solution

Sources & evidence

ORD record
ord-34867186de23497da254f253221ff0c8
Source dataset
uspto-grants-1996_12
Patent number
US05585381

Reaction notes

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