Ethyl 1-(phenylsulfonyl)piperidine-4-carboxylate → HCID 15020362、化合物

HRID 1460249ノート

反応式

HRID 1460249 の反応式
C(O[C:4]([CH:6]1[CH2:11][CH2:10][N:9]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH2:8][CH2:7]1)=[O:5])C.[CH:21]1([Mg]Br)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>O1CCCC1.CCOCC>[CH:21]1([C:4]([CH:6]2[CH2:7][CH2:8][N:9]([S:12]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)(=[O:13])=[O:14])[CH2:10][CH2:11]2)=[O:5])[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1

参加物

5

反応物 2

HCID 257103Ethyl 1-(phenylsulfonyl)piperidine-4-carboxylateHCID 178419651HCID 178419651、化合物

生成物 1

HCID 15020362HCID 15020362、化合物収率 29.8%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 25.1 g (0.085 mole) of 1-(phenylsulfonyl)-4-piperidinecarboxylic acid ethyl ester in 500 ml of dry tetrahydrofuran cooled to 0° C. and under an atmosphere of nitrogen, was added 95 ml of a 2 molar solution (0.19 mole) of cyclohexylmagnesium bromide in ether. The mixture was stirred for 2 hr at ambient temperature and then was quenched on an icy solution of ammonium chloride. The mixture was extracted with methylene chloride. The methylene chloride solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give a semisolid material. This was recrystallized from ethanol to give 8.50 g (29.8% yield) of title compound as a white, crystalline solid, mp 141°-143° C.

後処理

  1. customwas quenched on an icy solution of ammonium chloride
  2. extractionThe mixture was extracted with methylene chloride
  3. dry with materialThe methylene chloride solution was dried over magnesium sulfate
  4. customthe solvent was removed in vacuo
  5. customto give a semisolid material
  6. customThis was recrystallized from ethanol

出典と根拠

ORDレコード
ord-f90f90c46c0a4e50ac2b61290a8a01d9
出典データセット
uspto-grants-1991_12
特許番号
US05070087

反応ノート

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