Phosphorus tribromide → 2-Bromo-5-(2-bromoethyl)pyridine

HRID 1400904노트

반응식

HRID 1400904 반응식
[Br:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][CH2:9]O)=[CH:4][CH:3]=1.P(Br)(Br)[Br:12]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][Br:12])=[CH:6][N:7]=1

참가 물질

4

반응물 2

HCID 24614Phosphorus tribromideHCID 224732202-(6-Bromopyridin-3-yl)ethanol

생성물 1

HCID 584744292-Bromo-5-(2-bromoethyl)pyridine수율 87.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Alcohol 289 (1.75 g, 8.66 mmol) was treated with phosphorous tribromide (5.0 mL, 53 mmol) and the mixture was heated for 5 min, until the solid had melted and re-solidified. The mixture was cooled, treated with ice and partitioned between saturated aqueous sodium bicarbonate and dichloromethane. The organic phase was collected, washed with saturated aqueous sodium bicarbonate and brine, dried (anhydrous MgSO4), filtered and concentrated. Silica gel chromatography of the residue (eluent DCM) provided title compound 290 (2.0 g, 7.6 mmol, 87% yield) as a colorless solid. MS (M+H): 266.0

후처리

  1. temperaturethe mixture was heated for 5 min, until the solid
  2. temperatureThe mixture was cooled
  3. additiontreated with ice
  4. custompartitioned between saturated aqueous sodium bicarbonate and dichloromethane
  5. customThe organic phase was collected
  6. washwashed with saturated aqueous sodium bicarbonate and brine
  7. dry with materialdried (anhydrous MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-13241e01ffea42919998fe0650decba0
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08906852B2

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