Acetamide, 2,2,2-trifluoro-N-[(3-nitrophenyl)methyl]- → N-(3-aminobenzyl)-2,2,2-trifluoroacetamide

HRID 1157591노트

반응식

HRID 1157591 반응식
[F:1][C:2]([F:17])([F:16])[C:3]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-])=O)[CH:8]=1)=[O:4].[H][H]>CC(O)C.[Pd]>[NH2:13][C:9]1[CH:8]=[C:7]([CH2:6][NH:5][C:3](=[O:4])[C:2]([F:1])([F:16])[F:17])[CH:12]=[CH:11][CH:10]=1

참가 물질

5

반응물 2

HCID 57842617Acetamide, 2,2,2-trifluoro-N-[(3-nitrophenyl)methyl]-HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 21131928N-(3-aminobenzyl)-2,2,2-trifluoroacetamide수율 85%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 3776Isopropanol용매

실험 절차

To a solution of 2,2,2-trifluoro-N-[(3-nitrophenyl)methyl]acetamide (0.5 g, 2.0 mmol) in i-PrOH was added 10% Pd/C (40 mg, 0.04 mmol). A balloon filled with hydrogen gas was installed, and the reaction was stirred vigorously at rt. After 15 h, the reaction mixture was filtered through celite, adsorbed onto silica gel, and purified by column chromatography to generate the title compound in 85% yield. 1H NMR (400 MHz, CDCl3) δ 7.14-7.27 (m, 1H), 6.59-6.68 (m, 3H), 4.43 (s, 2H), 3.74 (s, 2H). ES-LC/MS m/z=219 [M+H]+.

후처리

  1. filtrationthe reaction mixture was filtered through celite
  2. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-367a1c602e6f481697ad3cb1e5e11120
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07807673B2

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