Piperidine → 1-[4-(1-Piperidinylsulfonyl)phenyl]ethanone

HRID 2267302ノート

反応式

HRID 2267302 の反応式
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.C(N(CC)CC)C>O1CCCC1.[Cl-].[Na+].O>[N:14]1([S:10]([C:7]2[CH:8]=[CH:9][C:4]([C:1](=[O:3])[CH3:2])=[CH:5][CH:6]=2)(=[O:12])=[O:11])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

参加物

6

反応物 3

HCID 8082PiperidineHCID 8471TriethylamineHCID 2664184-Acetylbenzenesulfonyl chloride

生成物 1

HCID 7503641-[4-(1-Piperidinylsulfonyl)phenyl]ethanone収率 94%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

A mixture of 4-acetylbenzene-1-sulfonyl chloride (2 g, 9.2 mmol), piperidine (0.85 g, 10.0 mmol) and triethylamine (1.9 g, 18.4 mmol) in tetrahydrofuran (60 mL) was stirred at rt overnight. Brine (100 mL) was added and the mixture was extracted with ethyl acetate (3×100 mL). The combined organic layer was washed with brine (100 mL), dried over anhydrous sodium sulfate and filtered. Removal of solvent in vacuo gave the title compound as a white solid (2.3 g, 94%). MS (M+H)+ 268.

後処理

  1. extractionthe mixture was extracted with ethyl acetate (3×100 mL)
  2. washThe combined organic layer was washed with brine (100 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customRemoval of solvent in vacuo

出典と根拠

ORDレコード
ord-56251eda20204b12bd8db97a8cd22a71
出典データセット
uspto-grants-2010_12
特許番号
US07858785B2

反応ノート

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