Diethyl Ether → 3-(2-Methyl-oxazol-4-yl)-benzoic acid methyl ester

HRID 1265601Notes

Reaction equation

HRID 1265601 reaction equation
[CH3:1][C:2]1[O:3][CH:4]=[C:5]([C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10]([OH:12])=[O:11])[N:6]=1.[CH3:16]COCC>CO>[CH3:16][O:11][C:10](=[O:12])[C:9]1[CH:13]=[CH:14][CH:15]=[C:7]([C:5]2[N:6]=[C:2]([CH3:1])[O:3][CH:4]=2)[CH:8]=1

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 186131593-(2-Methyl-oxazol-4-yl)-benzoic acid

Product 1

HCID 696874373-(2-Methyl-oxazol-4-yl)-benzoic acid methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 3-(2-methyl-oxazol-4-yl)-benzoic acid (1.42 g) in a mixture of MeOH (30 mL) and 4NHCl/Et2O (6 mL) was heated to 40° C. for 4 h. The solution was evaporated in vacuum and the residual oil was stirred with H2O (30 mL), the pH of the mixture being set to about 6 by the addition of sat. NaHCO3 solution. The precipitate was isolated by filtration to give 3-(2-methyl-oxazol-4-yl)-benzoic acid methyl ester (1.18 g) as light-brown solid,

Workup

  1. customThe solution was evaporated in vacuum
  2. additionthe pH of the mixture being set to about 6 by the addition of sat. NaHCO3 solution
  3. customThe precipitate was isolated by filtration

Sources & evidence

ORD record
ord-de3fc7995e74433d92ec3317cf85d7fa
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

Loading…