Water → 2-Bromo-5-ethanesulfonyl-thiophene

HRID 646411노트

반응식

HRID 646411 반응식
[CH2:1]1COC[CH2:2]1.CO.[Br:8][C:9]1[S:10][C:11](SCC)=[CH:12][CH:13]=1.O.O[O:19][S:20]([O-:22])=O.[K+]>C(Cl)Cl>[Br:8][C:9]1[S:10][C:11]([S:20]([CH2:1][CH3:2])(=[O:22])=[O:19])=[CH:12][CH:13]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 21899815MeOH tetrahydrofuranHCID 220320792-Bromo-5-(ethylthio)thiopheneHCID 23707502Potassium hydroxy sulfite

생성물 1

HCID 592646582-Bromo-5-ethanesulfonyl-thiophene

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A 25 mL THF/MeOH (2:1) solution of 2-Bromo-5-ethylsulfanyl-thiophene (CAS 19991-60-7) is stirred at 0-10° C. while 8 mL H2O, then 3 equivalents of Oxone are added. The reaction mixture is stirred three hours at room temperature, then is diluted with CH2Cl2, filtered, washed with aq. NaHCO3 and brine, dried (Na2SO4) and concentrated in vacuo. The crude mixture is purified by silica gel column chromatography (gradient: 0-20% EtOAc/CH2Cl2) to give title intermediate that is confirmed by NMR.

후처리

  1. filtrationfiltered
  2. washwashed with aq. NaHCO3 and brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customThe crude mixture is purified by silica gel column chromatography (gradient: 0-20% EtOAc/CH2Cl2)
  6. customto give title intermediate that

출처 및 근거

ORD 기록
ord-d1cabdcb221448c2bb76422091dc66d2
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07705025B2

반응 노트

불러오는 중…