HCID 18007303, 화합물 → HCID 18007284, 화합물

HRID 274044노트

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HRID 274044 반응식
[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

참가 물질

3

반응물 1

HCID 18007303HCID 18007303, 화합물

생성물 1

HCID 18007284HCID 18007284, 화합물수율 66.7%

시약·촉매·용매 1

HCID 260Hydrogen Bromide용매

반응 조건

온도
130 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-20b978147d574123a3ff71ab03c3d2bd
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05387710

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