Stannous Chloride → 2-Benzyloxy-6-methylaniline

HRID 1642648

반응식

HRID 1642648 반응식
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:10]=1[N+:16]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[Sn]Cl>CCOC(C)=O>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:10]=1[NH2:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 33441871-Benzyloxy-3-methyl-2-nitrobenzene

생성물 1

HCID 27629472-Benzyloxy-6-methylaniline

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
60 °C

실험 절차

To a solution of 1-benzyloxy-3-methyl-2-nitrobenzene (5.0 g, 20.6 mmol) in EtOAc (150 mL) is added SnCl2 (23.2 g, 103 mmol) and the mixture is heated at 60° C. for 72 h. The mixture is then filtered and to the filtrate is added saturated NaHCO3 and solid Na2CO3. It is then filtered again. EtOAc layer is separated and washed with brine, dried and concentrated. The residue is purified by flash chromatography to give the title compound as a yellow oil.

후처리

  1. filtrationThe mixture is then filtered and to the filtrate
  2. additionis added saturated NaHCO3 and solid Na2CO3
  3. filtrationIt is then filtered again
  4. customEtOAc layer is separated
  5. washwashed with brine
  6. customdried
  7. concentrationconcentrated
  8. customThe residue is purified by flash chromatography

출처 및 근거

ORD 기록
ord-454991d3aa234314a90202bd809bf9c1
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119666B2

연결된 노트

불러오는 중…