反应 #1543071

ord-3c78b04be9f244c295531fe73386a964

反应方程式

[Na+].[OH-]
NaOH
COC(=O)c1cc2cc(NC(C)=O)ccc2o1
9
COC(=O)c1cc2cc(NC(C)=O)ccc2o1
Methyl 5-acetaminobenzofuran-2-carboxylate
CC(=O)Nc1ccc2oc(C(=O)O)cc2c1
powder
收率 81.1%
CC(=O)Nc1ccc2oc(C(=O)O)cc2c1
5-Acetaminobenzofuran-2-carboxylic acid
收率 81.1%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Solvent was evaporated
  2. 2
    workup.ADDITIONwater (20 mL) was added
  3. 3
    过滤the precipitate was filtered
  4. 4
    洗涤washed with water

实验过程

3N NaOH (2 mL) was added to a solution of 9 (302 mg, 1.3 mmol) in methanol (20 mL) and the reaction mixture was stirred for 48 h at room temperature. Solvent was evaporated and water (20 mL) was added. The solution was neutralized to pH 2 using 20% HCl and the precipitate was filtered and washed with water. 10 was obtained as a grey powder (231 mg, 81% yield), mp: >300° C. 1 H NMR (DMSO-d6, ppm): 13.30 (s, 1 H, COOH), 10.01 (s, 1 H, NH), 8.16-8.15 (d, 1 H, J=1.9 Hz, Ar--H), 7.65-7.60 (m, 2 H, Ar--H), 7.53-7.50 (dd, 2 H, J=1.6, 8.4 Hz, Ar--H), 2.07 (s, 3 H, CH3CO), Anal. (C11H9NO4 0.3H2O), C, H, N.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05843937uspto-grants-1998_12