تفاعل #728442

ord-c6354c7613fb4a14be01b0304313148e

معادلة التفاعل

COC(=O)c1ccc(O)c([N+](=O)[O-])c1
4-hydroxy-3-nitro-benzoic acid methyl ester
COC(=O)c1ccc(O)c(N)c1
3-amino-4-hydroxy-benzoic acid methyl ester

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىthe flask was evacuated
  2. 2
    ترشيح45′, the palladium was filtered off
  3. 3
    غسيلwashing extensively with ethanol
  4. 4
    أخرىThe solvent was removed in vacuo

الإجراء التجريبي

A solution of 4-hydroxy-3-nitro-benzoic acid methyl ester (5.0 g, 25.4 mmol) in ethanol (120 mL) was treated with 5% palladium on active carbon (0.24 g, 2.3 mmol, 0.1 equiv.) and the flask was evacuated and placed under an hydrogen atmosphere. The mixture was stirred vigorously for 2 h and 45′, the palladium was filtered off, washing extensively with ethanol. The solvent was removed in vacuo to yield 3-amino-4-hydroxy-benzoic acid methyl ester as a white solid, 4.2 g (100%), MS (ISP): m/e=168.3 (M+H+). This was used crude in the following reaction.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07696200B2uspto-grants-2010_04