Water → 4-(Acetamidomethyl)benzoic acid
Reaction equation
[NH2:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1.[C:12]([O-])(=[O:14])[CH3:13].[Na+].O>C(O)(=O)C>[C:12]([NH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([OH:9])=[O:8])=[CH:10][CH:11]=1)(=[O:14])[CH3:13]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 4-aminomethylbenzoic acid (Aldrich, 1.51 g, 0.01 mol) and anhydrous sodium acetate (1.5 g, 0.018 mol) in glacial acetic acid (5 mL) was heated at reflux for 18 h. On cooling, the mixture was poured into cold water (50 mL). The precipitate was separated by filtration and washed several times with cold water. The cake was recrystallized from water to give 1.4 g (72.5%) of the title compound as a white powder, mp 195° C.
Workup
- temperaturewas heated
- temperatureat reflux for 18 h
- temperatureOn cooling
- customThe precipitate was separated by filtration
- washwashed several times with cold water
- customThe cake was recrystallized from water
Sources & evidence
- ORD record
- ord-12f1e27cae5b4c7a9f2621ee04a97023
- Source dataset
- uspto-grants-1997_02
- Patent number
- US05602277
Reaction notes
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