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

HRID 65012

反応式

HRID 65012 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-347dde3bfff44297b7d1855c4755765d
出典データセット
uspto-grants-1986_09
特許番号
US04612309

関連ノート

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