Tert-butyl(dimethyl)-{[3-nitro-5-(trifluoromethyl)benzyl]oxy}silane → 3-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-5-(trifluoromethyl)aniline

HRID 1640157노트

반응식

HRID 1640157 반응식
[C:1]([Si:5]([CH3:22])([CH3:21])[O:6][CH2:7][C:8]1[CH:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([N+:18]([O-])=O)[CH:9]=1)([CH3:4])([CH3:3])[CH3:2]>CCOC(C)=O.[Pd]>[Si:5]([O:6][CH2:7][C:8]1[CH:9]=[C:10]([CH:11]=[C:12]([C:14]([F:15])([F:16])[F:17])[CH:13]=1)[NH2:18])([C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:22])[CH3:21]

참가 물질

4

반응물 1

HCID 58902383Tert-butyl(dimethyl)-{[3-nitro-5-(trifluoromethyl)benzyl]oxy}silane

생성물 1

HCID 589022673-({[Tert-butyl(dimethyl)silyl]oxy}methyl)-5-(trifluoromethyl)aniline

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of tert-butyl(dimethyl){[3-nitro-5-(trifluoromethyl)benzyl]oxy}-silane (3.70 g, 11.00 mmol) in EtOAc (100 mL) was added Pd (300 mg, 10% on carbon). The reaction mixture was allowed to stir at rt overnight under an atmosphere of hydrogen. The reaction mixture was filtered through a pad of Celite and washed with EtOAc. The solvents were evaporated to give 3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-(trifluoromethyl)aniline (3.32 g, 95. LCMS: (FA) ES+ 306.2.

후처리

  1. filtrationThe reaction mixture was filtered through a pad of Celite
  2. washwashed with EtOAc
  3. customThe solvents were evaporated

출처 및 근거

ORD 기록
ord-b1f06a21a26f4d52a028136c0ff76814
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08110687B2

반응 노트

불러오는 중…