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

HRID 2102811

반응식

HRID 2102811 반응식
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]

참가 물질

5

반응물 2

HCID 22667033Methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 23132473Methyl 2-amino-4-hydroxy-5-methoxybenzoate수율 98.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-96f0e1d9de9b48f483c376647f0bb9b6
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576090B2

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