Stannous Chloride → 2-Benzyloxy-6-methylaniline

HRID 1642648

反応式

HRID 1642648 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 27629472-Benzyloxy-6-methylaniline

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-454991d3aa234314a90202bd809bf9c1
出典データセット
uspto-grants-2012_02
特許番号
US08119666B2

関連ノート

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