Benzoic acid, 4-hydroxy-3-nitro-, methyl ester → Methyl 3-amino-4-hydroxybenzoate

HRID 350367

反応式

HRID 350367 の反応式
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[N+:12]([O-])=O>CO.[Pd]>[NH2:12][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][C:2]=1[OH:1])[C:6]([O:8][CH3:9])=[O:7]

参加物

4

反応物 1

HCID 66835Benzoic acid, 4-hydroxy-3-nitro-, methyl ester

生成物 1

HCID 10815Methyl 3-amino-4-hydroxybenzoate収率 69.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A stirred mixture of methyl 4-hydroxy-3-nitrobenzoate (3.22 g, 0.0163 mol) and 5% Pd—C (12.9 g) in MeOH (30mL) was hydrogenated under an atmospheric pressure for 70 hr at room temp. Insoluble catalyst was removed, and the filtrate was evaporated in vacuo. The residue was chromatographed on silica-gel with EtOH—CHCl3 (1:20, v/v) as eluent to afford 1.89 g (69%) methyl 3-amino-4-hydroxybenzoate as a pale brown syrup.

後処理

  1. customInsoluble catalyst was removed
  2. customthe filtrate was evaporated in vacuo
  3. customThe residue was chromatographed on silica-gel with EtOH—CHCl3 (1:20, v/v) as eluent

出典と根拠

ORDレコード
ord-795f063488d54799ad89dd33cb14ff31
出典データセット
uspto-grants-2007_02
特許番号
US07179819B2

関連ノート

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