Hydrogen Bromide → 7-Hydroxy-3-piperidino-2,2-dimethylbenzofuran

HRID 3774

反応式

HRID 3774 の反応式
C[O:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH:8]([N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[C:7]=2[CH:6]=[CH:5][CH:4]=1.Br>C(O)(=O)C>[OH:2][C:3]1[C:11]2[O:10][C:9]([CH3:12])([CH3:13])[CH:8]([N:14]3[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]3)[C:7]=2[CH:6]=[CH:5][CH:4]=1

参加物

4

反応物 2

HCID 260Hydrogen BromideHCID 141266497-Methoxy-3-piperidino-2,2-dimethylbenzofuran

生成物 1

HCID 141266507-Hydroxy-3-piperidino-2,2-dimethylbenzofuran

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

7-Methoxy-3-piperidino-2,2-dimethylbenzofuran (65.1 g) is added to a stirred mixture of glacial acetic acid (340 ml) and 48% HBr (340 ml) and the solution refluxed for 3 hours. The reaction mixture is poured into crushed ice/H2O and brought to a pH=8-10. The alkaline reaction mixture is extracted with methylene chloride and the organic phase washed with water, dried, filtered and evaporated in vacuo. The residue is chromatographed on silica gel eluting with ethyl acetate/hexane (1:3) affording the desired product as a liquid.

後処理

  1. temperaturethe solution refluxed for 3 hours
  2. additionThe reaction mixture is poured
  3. customThe alkaline reaction mixture
  4. extractionis extracted with methylene chloride
  5. washthe organic phase washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated in vacuo
  9. customThe residue is chromatographed on silica gel eluting with ethyl acetate/hexane (1:3)

出典と根拠

ORDレコード
ord-62c89f061fa24da181f2e8c2e39d52b5
出典データセット
uspto-grants-1988_02
特許番号
US04722925

関連ノート

読み込み中…