Sodium borohydride → 4-bromo-6,6-dimethyl-6,7-dihydro-5H-cyclopenta[c]pyridin-7-ol

HRID 714061노트

반응식

HRID 714061 반응식
[Br:1][C:2]1[C:3]2[CH2:10][C:9]([CH3:12])([CH3:11])[C:8](=[O:13])[C:4]=2[CH:5]=[N:6][CH:7]=1.[BH4-].[Na+]>CO>[Br:1][C:2]1[C:3]2[CH2:10][C:9]([CH3:11])([CH3:12])[CH:8]([OH:13])[C:4]=2[CH:5]=[N:6][CH:7]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 898461634-bromo-6,6-dimethyl-5H-cyclopenta[c]pyridin-7(6H)-one

생성물 1

HCID 898459194-bromo-6,6-dimethyl-6,7-dihydro-5H-cyclopenta[c]pyridin-7-ol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 4-bromo-6,6-dimethyl-5H-cyclopenta[c]pyridin-7(6H)-one (1.1 g, 4.58 mmol) in MeOH (25 mL) was added NaBH4 (261.3 mg, 6.88 mmol) portion wise. The resulting mixture was stirred for 1 h before it was quenched with water. The solution was concentrated in vacuo and the residue was extracted between EtOAc and H2O (20 mL×3). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo to give a crude title product. MS: 243.7 (M+H+, 1 Br).

후처리

  1. customwas quenched with water
  2. concentrationThe solution was concentrated in vacuo
  3. extractionthe residue was extracted between EtOAc and H2O (20 mL×3)
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3c81731bc1ab4693a8bf8003ee2ec6e6
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187429B2

반응 노트

불러오는 중…