Boron tribromide → 7-Isoquinolinol

HRID 275024

반응식

HRID 275024 반응식
C[O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][N:9]=[CH:10]2)=[CH:5][CH:4]=1.B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][N:9]=[CH:10]2)=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 5943757-Methoxyisoquinoline

생성물 1

HCID 4597677-Isoquinolinol수율 80.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-75 °C

실험 절차

To a 2-liter, 3-necked round bottom flask equipped with a magnetic stir bar and addition funnel is added 19.7 g (0.124 mole) 7-methoxyisoquinoline and 800 ml of dry dichloromethane. This solution is stirred and cooled to -75° C. with a dry ice/acetone bath, 628 ml (0.628 mole) of 1.0M boron tribromide in dichloromethane is added dropwise maintaining the temperature at -75° C. Thereafter the slurry is stirred for 18 hours allowing the temperature to rise to room temperature. The reaction slurry is poured into 1 liter of ice water and stirred for an hour. The layers are separated and the aqueous layer is then adjusted from acidic to neutral (pH 7) with 1N NaOH. A yellow solid precipitates and is filtered off, then air dried to yield 14.5 g of a yellow solid, 81%.

후처리

  1. customTo a 2-liter, 3-necked round bottom flask equipped with a magnetic stir bar and addition funnel
  2. temperaturemaintaining the temperature at -75° C
  3. stirringThereafter the slurry is stirred for 18 hours
  4. customto rise to room temperature
  5. stirringstirred for an hour
  6. customThe layers are separated
  7. customA yellow solid precipitates
  8. filtrationis filtered off
  9. customair dried

출처 및 근거

ORD 기록
ord-2eb021ee90314686978be7b90848b164
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391743

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