2-((2-Methoxyethoxy)methoxy)-3-nitrobenzoic acid methyl ester → 3-Amino-2-((2-methoxyethoxy)methoxy)benzoic acid methyl ester

HRID 912429노트

반응식

HRID 912429 반응식
[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[C:5]=1[O:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH3:19].[H][H]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[O:13][CH2:14][O:15][CH2:16][CH2:17][O:18][CH3:19]

참가 물질

5

반응물 2

HCID 582228052-((2-Methoxyethoxy)methoxy)-3-nitrobenzoic acid methyl esterHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 582228163-Amino-2-((2-methoxyethoxy)methoxy)benzoic acid methyl ester수율 95%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of 2-((2-methoxyethoxy)methoxy)-3-nitrobenzoic acid methyl ester 5.0 g (17.5 mmol) of step 1 in methanol 50 mL was added 5% Pd/C 0.5 g, and the reactor was filled with hydrogen gas, after which the reaction mixture was stirred at room temperature for 24 hrs. The catalyst was removed off by celite filtration before concentrating the reaction mixture in a vacuum. Purification by column chromatography (developing solvent: ethylacetate/hexane=1/1) afforded 4.2 g of the title compound (yield 95%).

후처리

  1. customThe catalyst was removed off by celite filtration
  2. concentrationbefore concentrating the reaction mixture in a vacuum
  3. customPurification by column chromatography (developing solvent: ethylacetate/hexane=1/1)

출처 및 근거

ORD 기록
ord-5d60db39c2664666aa2039d962a96918
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026235B1

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