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

HRID 352792ノート

反応式

HRID 352792 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ae18e98c454f4bac8f45cb539f03b758
出典データセット
uspto-grants-2004_06
特許番号
US06747023B1

反応ノート

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