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

HRID 71111ノート

反応式

HRID 71111 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-3c8ee0485f7d48f3af8d7a9297adf0a4
出典データセット
uspto-grants-2014_09
特許番号
US08822699B2

反応ノート

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