Methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate → Methyl 2-amino-4-hydroxy-5-methoxybenzoate

HRID 2102811

反応式

HRID 2102811 の反応式
C([O:8][C:9]1[C:18]([O:19][CH3:20])=[CH:17][C:12]([C:13]([O:15][CH3:16])=[O:14])=[C:11]([N+:21]([O-])=O)[CH:10]=1)C1C=CC=CC=1.[H][H]>[Pd].O1CCCC1>[NH2:21][C:11]1[CH:10]=[C:9]([OH:8])[C:18]([O:19][CH3:20])=[CH:17][C:12]=1[C:13]([O:15][CH3:16])=[O:14]

参加物

5

反応物 2

HCID 22667033Methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 23132473Methyl 2-amino-4-hydroxy-5-methoxybenzoate収率 98.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

In a 1 l Schlenk flask filled with argon, methyl 4benzyloxy-5-methoxy-2-nitrobenzoate (11.60 g, 36.6 mmol) and palladium on charcoal (1.17 g, 10% Pd, 1.1 mmol Pd) were combined and tetrahydrofuran (250 mL) was added. The argon was replaced with hydrogen (1 bar), and the mixture was vigorously stirred at r.t. until completion of the reaction. The palladium was separated by filtration through a pad of celite and the solvent was removed to obtain methyl 2-amino-4-hydroxy-5-methoxybenzoate (6.56 g, 36.0 mmol, 98%) which was used without further purification LC/ESI-MS: m/z=166 [M−CH4O+H]+; Rt=2.17 min.

後処理

  1. customThe palladium was separated by filtration through a pad of celite
  2. customthe solvent was removed

出典と根拠

ORDレコード
ord-96f0e1d9de9b48f483c376647f0bb9b6
出典データセット
uspto-grants-2009_08
特許番号
US07576090B2

関連ノート

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