(Diethylamino)sulfur trifluoride → 5-Bromo-1-(1-fluoropropyl)-2,3-dimethoxybenzene

HRID 638946노트

반응식

HRID 638946 반응식
[Br:1][C:2]1[CH:3]=[C:4]([O:14][CH3:15])[C:5]([O:12][CH3:13])=[C:6]([CH:8](O)[CH2:9][CH3:10])[CH:7]=1.CCN(S(F)(F)[F:22])CC>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([O:14][CH3:15])[C:5]([O:12][CH3:13])=[C:6]([CH:8]([F:22])[CH2:9][CH3:10])[CH:7]=1

참가 물질

4

반응물 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 14470708HCID 14470708, 화합물

생성물 1

HCID 686856045-Bromo-1-(1-fluoropropyl)-2,3-dimethoxybenzene수율 80%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a stirred solution of 1-(5-bromo-2,3-dimethoxyphenyl)propan-1-ol (400 mg, 1.45 mmol) in DCM (10 mL) at −78° C. was added DAST (0.58 mL, 4.36 mmol) and stirred the reaction for 10 min at −78° C., then warmed to 0° C. for 2 h. The reaction was quenched with water and saturated aqueous NH4Cl (100 mL), extracted with EtOAc, dried over NasSO4 and concentrated in vacuo. The crude product was purified by flash column chromatography on silica gel using 30% EtOAc in hexanes as an eluent to furnish 5-bromo-1-(1-fluoropropyl)-2,3-dimethoxybenzene (80%).

후처리

  1. customthe reaction for 10 min at −78° C.
  2. customThe reaction was quenched with water and saturated aqueous NH4Cl (100 mL)
  3. extractionextracted with EtOAc
  4. customdried over NasSO4
  5. concentrationconcentrated in vacuo
  6. customThe crude product was purified by flash column chromatography on silica gel using 30% EtOAc in hexanes as an eluent

출처 및 근거

ORD 기록
ord-6c80cc6a6fbe4320ae9c060d4bcdb4ec
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691843B2

반응 노트

불러오는 중…