HCID 18007303、化合物 → HCID 18007284、化合物

HRID 274044ノート

反応式

HRID 274044 の反応式
[CH2:1]([NH:8][CH:9]1[CH2:15][CH2:14][CH2:13][C:12]2[CH:16]=[CH:17][C:18]([O:20]C)=[CH:19][C:11]=2[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Br>[CH2:1]([NH:8][CH:9]1[CH2:10][C:11]2[CH:19]=[C:18]([OH:20])[CH:17]=[CH:16][C:12]=2[CH2:13][CH2:14][CH2:15]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

3

反応物 1

HCID 18007303HCID 18007303、化合物

生成物 1

HCID 18007284HCID 18007284、化合物収率 66.7%

試薬・触媒・溶媒 1

HCID 260Hydrogen Bromide溶媒

反応条件

温度
130 °C

実験手順

A mixture of N-benzyl-3-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-amine (3.0 g) and 47% hydrobromic acid (106 ml) was stirred at 130° C. for 1.5 hours. After cooling, the reaction mixture was concentrated in vacuo. To the residue was added 28% ammonium hydroxide, and the whole was extracted once with ethyl acetate. The extract was washed twice with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (gradient elution; chloroform-methanol; 25:1 to 15:1) to give 8-benzylamino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ol (1.9 g) as an oil, which solidified on standing.

後処理

  1. temperatureAfter cooling
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. additionTo the residue was added 28% ammonium hydroxide
  4. extractionthe whole was extracted once with ethyl acetate
  5. washThe extract was washed twice with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by column chromatography on silica gel (gradient elution; chloroform-methanol; 25:1 to 15:1)

出典と根拠

ORDレコード
ord-20b978147d574123a3ff71ab03c3d2bd
出典データセット
uspto-grants-1995_02
特許番号
US05387710

反応ノート

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