4-Piperidone → 1-[(6-Chlorobenzo[b]thien-2-yl)sulfonyl]piperidin-4-one

HRID 352792노트

반응식

HRID 352792 반응식
[NH:1]1[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]1.C(N(C(C)C)CC)(C)C.[Cl:17][C:18]1[CH:19]=[CH:20][C:21]2[CH:25]=[C:24]([S:26](Cl)(=[O:28])=[O:27])[S:23][C:22]=2[CH:30]=1>CN(C)C=O>[Cl:17][C:18]1[CH:19]=[CH:20][C:21]2[CH:25]=[C:24]([S:26]([N:1]3[CH2:6][CH2:5][C:4](=[O:7])[CH2:3][CH2:2]3)(=[O:28])=[O:27])[S:23][C:22]=2[CH:30]=1

참가 물질

5

반응물 3

HCID 337214-PiperidoneHCID 81531DiisopropylethylamineHCID 151586416-Chlorobenzo[b]thiophene-2-sulfonyl chloride

생성물 1

HCID 227099091-[(6-Chlorobenzo[b]thien-2-yl)sulfonyl]piperidin-4-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

In N,N-dimethylformamide (10 ml) was suspended piperidin-4-one (monohydrochloric acid monohydrate, 1.54 g), followed by the addition of diisopropylethylamine (3.48 ml) and 6-chlorobenzo[b]thiophene-2-sulfonyl chloride (2.68 g). The resulting mixture was stirred at room temperature for 3 days. The reaction mixture was concentrated under reduced pressure. Ethyl acetate was then added to the residue, followed by washing with 1N hydrochloric acid. After extraction, the organic layer was dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by chromatography on a silica gel column (ethyl acetate methylene chloride=3:1), followed by washing with hexane, whereby the title compound (colorless prism crystals, 1.92 g) was obtained.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionEthyl acetate was then added to the residue
  3. washby washing with 1N hydrochloric acid
  4. extractionAfter extraction
  5. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was purified by chromatography on a silica gel column (ethyl acetate methylene chloride=3:1)
  8. washby washing with hexane, whereby the title compound (colorless prism crystals, 1.92 g)
  9. customwas obtained

출처 및 근거

ORD 기록
ord-ae18e98c454f4bac8f45cb539f03b758
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06747023B1

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