Boron tribromide → 2-Methyl-1,3-benzothiazol-6-ol

HRID 240543

반응식

HRID 240543 반응식
C[O:2][C:3]1[CH:12]=[CH:11][C:6]2[N:7]=[C:8]([CH3:10])[S:9][C:5]=2[CH:4]=1.B(Br)(Br)Br>ClCCl>[CH3:10][C:8]1[S:9][C:5]2[CH:4]=[C:3]([OH:2])[CH:12]=[CH:11][C:6]=2[N:7]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 762546-Methoxy-2-methylbenzothiazole

생성물 1

HCID 7593042-Methyl-1,3-benzothiazol-6-ol수율 44.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a cooled (−78° C.) solution of 6-methoxy-2-methylbenzo[d]thiazole (0.861 g, 4.80 mmol) in dichloromethane (10 mL) was added BBr3 (5 mL of 1.0 M solution in dichloromethane). After slowly warming to room temperature and stirring for 16 hours, the mixture was cooled to 0° C. and slowly quenched with methanol (20 mL). The reaction mixture was warmed to room temperature and concentrated under reduced pressure. The residue was partitioned between saturated NaHCO3 and dichloromethane/isopropyl alcohol (85/15). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure to provide the crude product (0.351 g, 44%) that was used without further purification.

후처리

  1. temperaturethe mixture was cooled to 0° C.
  2. customslowly quenched with methanol (20 mL)
  3. temperatureThe reaction mixture was warmed to room temperature
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was partitioned between saturated NaHCO3 and dichloromethane/isopropyl alcohol (85/15)
  6. dry with materialThe organic layer was dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-33b628fc50b2431cbbc37ee7eb720c52
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648087B2

연결된 노트

불러오는 중…