Potassium Hydroxide → alpha-Cyclohexylthiomethyl-beta-(p-methoxyphenyl)-gamma-butyrolactone

HRID 65264

反応式

HRID 65264 の反応式
[OH-].[K+].CS(O[CH2:8][CH:9]1[CH:14]([C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[CH2:13][O:12][C:10]1=[O:11])(=O)=O.[CH:23]1([SH:29])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>C(O)C.C(OCC)C>[CH:23]1([S:29][CH2:8][CH:9]2[CH:14]([C:15]3[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=3)[CH2:13][O:12][C:10]2=[O:11])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

参加物

6

反応物 3

HCID 14797Potassium HydroxideHCID 15290CyclohexanethiolHCID 20234197alpha-Methanesulfonyloxymethyl-beta-(p-methoxyphenyl)-gamma-butyrolactone

生成物 1

HCID 13518978alpha-Cyclohexylthiomethyl-beta-(p-methoxyphenyl)-gamma-butyrolactone収率 22%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 480 mg of potassium hydroxide in 40 ml of ethanol were added 2.0 g of α-methanesulfonyloxymethyl-β-(p-methoxyphenyl)-γ-butyrolactone and 1.6 ml of cyclohexylmercaptan and the resulting mixture was kept at room temperature for 4 hours. After completion of the reaction, the reaction mixture was diluted with 200 ml of ethyl ether, washed with water and saturated saline, dried over magnesium sulfate and the solvent was distilled off. The crude product thus obtained was purified by a silica gel column chromatography to give 600 mg (yield 22%) of the title compound.

後処理

  1. customAfter completion of the reaction
  2. washwashed with water and saturated saline
  3. dry with materialdried over magnesium sulfate
  4. distillationthe solvent was distilled off
  5. customThe crude product thus obtained
  6. customwas purified by a silica gel column chromatography

出典と根拠

ORDレコード
ord-ba41b964acd849fab487151f8f23f48f
出典データセット
uspto-grants-1986_09
特許番号
US04613613

関連ノート

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