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Phosphorus tribromide → 1-[4-(2-Bromoethyl)piperidin-1-yl]-2,2-diphenylethanone

HRID 2370934
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HRID 2370934 반응식
O[CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][N:7]([C:10](=[O:24])[CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:6][CH2:5]1.P(Br)(Br)[Br:26]>ClCCl>[Br:26][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][N:7]([C:10](=[O:24])[CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:6][CH2:5]1
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참가 물질

4

반응물 2

HCID 24614Phosphorus tribromideHCID 582303821-[4-(2-Hydroxyethyl)piperidin-1-yl]-2,2-diphenylethanone

생성물 1

HCID 674160211-[4-(2-Bromoethyl)piperidin-1-yl]-2,2-diphenylethanone수율 26.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-[4-(2-Hydroxyethyl)piperidin-1-yl]-2,2-diphenylethanone (2.39 g; 8.11 mmol) was dissolved in dichloromethane (20 ml). At room temperature, phosphorous tribromide (1.6 ml; 8.92 mmol) was slowly added dropwise. The reaction mixture was heated under reflux for 4 h. Cooling was followed by washing with saturated NaHCO3 solution, 2N HCl and saturated NaCl solution, and the organic phase was separated off and dried over Na2SO4. The solvent was removed under reduced pressure. Purification of the residue through a cartridge (silica gel) resulted in 1-[4-(2-bromoethyl)-piperidin-1-yl]-2,2-diphenylethanone (0.75 g; 2.13 mmol).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 4 h
  3. temperatureCooling
  4. washby washing with saturated NaHCO3 solution, 2N HCl and saturated NaCl solution
  5. customthe organic phase was separated off
  6. dry with materialdried over Na2SO4
  7. customThe solvent was removed under reduced pressure
  8. customPurification of the residue through a cartridge (silica gel)

출처 및 근거

ORD 기록
ord-4274a8b147194b55bf55472c0d4dc76f
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08710232B2

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