Methylamine → 3-hydroxy-N-methylbenzamide

HRID 456396

Reaction equation

HRID 456396 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](O)=[O:6].[CH3:11][NH2:12]>>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH:12][CH3:11])=[O:6]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 74203-Hydroxybenzoic Acid

Product 1

HCID 3537103-hydroxy-N-methylbenzamideYield 91.5%

Procedure

A mixture of 3-hydroxybenzoic acid (1.3 g, 9.4 mmol) and a ethanolic methylamine solution (33%, 1.5 ml, 12.1 mmol) were stirred at 60° C. for 48 h, then the solvent was evaporated in vacuo, and the residue redissolved in a small volume of ethanol. The product precipitated from the solution by the addition of ethyl acetate. The precipitate was collected by filtration and dried to give the subtitled compound (1.3 g, 91%).

Workup

  1. customthe solvent was evaporated in vacuo
  2. dissolutionthe residue redissolved in a small volume of ethanol
  3. customThe product precipitated from the solution by the addition of ethyl acetate
  4. filtrationThe precipitate was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-0a298d99e03a41c588c18607c8b057ee
Source dataset
uspto-grants-2007_03
Patent number
US07186718B2

Linked notes

Loading…