Lawesson's reagent → Ethyl 3-(3,4-difluorophenyl)-2-thioxopiperidine-3-carboxylate

HRID 1398140노트

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HRID 1398140 반응식
COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:10])=CC=1.[F:23][C:24]1[CH:25]=[C:26]([C:31]2([C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH2:36][CH2:35][CH2:34][NH:33][C:32]2=O)[CH:27]=[CH:28][C:29]=1[F:30]>C1(C)C=CC=CC=1>[F:23][C:24]1[CH:25]=[C:26]([C:31]2([C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH2:36][CH2:35][CH2:34][NH:33][C:32]2=[S:10])[CH:27]=[CH:28][C:29]=1[F:30]

참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 66607999Ethyl 3-(3,4-difluorophenyl)-2-oxopiperidine-3-carboxylate

생성물 1

HCID 86662973Ethyl 3-(3,4-difluorophenyl)-2-thioxopiperidine-3-carboxylate수율 116.1%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
110 °C

실험 절차

Under an argon atmosphere, Lawesson's reagent (1.00 g) was added to a suspension of ethyl 3-(3,4-difluorophenyl)-2-oxopiperidine-3-carboxylate (1.00 g) in toluene (20 ml) at room temperature. The reaction mixture was stirred at 110° C. for 4 hr, and allowed to cool to room temperature, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (859 mg).

후처리

  1. temperatureto cool to room temperature
  2. customthe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-634c1c9ada60448d8eab2c696764435e
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08901309B2

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