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Sodium Hydroxide → 3-Aminomethylbenzoic acid hydrate

HRID 1451070
Notes
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Reaction equation

HRID 1451070 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+]>>[OH2:8].[NH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[C:7]([OH:9])=[O:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 2794825Methyl 3-(aminomethyl)benzoate Hydrochloride

Product 1

HCID 677173353-Aminomethylbenzoic acid hydrateYield 96.5%

Procedure

A mixture of methyl 3-aminomethylbenzoate hydrochloride (2.014 g, 0.0098 mol) in 1N sodium hydroxide (25 mL, 0.025 mol) was stirred at room temperature for 4 h. The mixture was neutralized with Dowex-H+ resin. The mixture was filtered and acetone (400 mL) was added to the filtrate. The white precipitate was collected by filtration and recrystallized from water-acetone to give 0.80 g of the title compound as a white powder, mp 278°-280° C.

Workup

  1. filtrationThe mixture was filtered
  2. additionacetone (400 mL) was added to the filtrate
  3. filtrationThe white precipitate was collected by filtration
  4. customrecrystallized from water-acetone

Sources & evidence

ORD record
ord-94ff83784eb24d4b963ddcaf7afab86b
Source dataset
uspto-grants-1997_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05602277

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes