Boron tribromide → HCID 22152284, 화합물

HRID 2171734노트

반응식

HRID 2171734 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2([CH3:12])[CH3:11])=[CH:4][C:3]=1[O:13]C.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2([CH3:11])[CH3:12])=[CH:4][C:3]=1[OH:13]

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 67053816HCID 67053816, 화합물

생성물 1

HCID 22152284HCID 22152284, 화합물수율 90%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 6-bromo-5-methoxy-1,1-dimethyl-indan (0.6 g, 2.35 mmol) in CH2Cl2 (30 mL) was added BBr3 (1M in CH2Cl2, 4.70 mmol) dropwise at −78° C. Following addition the mixture was allowed to warm to room temperature and subsequently stirred at room temperature for 2 h. The reaction mixture was then quenched with MeOH (5 mL). Aqueous sodium hydrogen carbonate (10 mL) was added. The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was extracted with CH2Cl2. The organic phase was washed with brine, dried (Na2SO4) and concentrated. Silica gel chromatography (EtOAc/heptane) provided 0.51 g (90%) of 6-bromo-1,1-dimethyl-indan-5-ol.

후처리

  1. additionaddition the mixture
  2. customThe reaction mixture was then quenched with MeOH (5 mL)
  3. additionAqueous sodium hydrogen carbonate (10 mL) was added
  4. stirringThe reaction mixture was stirred at room temperature for 1 hour
  5. extractionThe reaction mixture was extracted with CH2Cl2
  6. washThe organic phase was washed with brine
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-ec845f5e6a9f4fa6afcb9e8deca0b9e4
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09051331B2

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