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Acetic Acid → alpha-Mercaptomethyl-beta-phenyl-gamma-butyrolactone

HRID 65263
ノート
印刷プレビュー

反応式

HRID 65263 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][O:12][C:10](=[O:11])[CH:9]2[CH2:14]OS(C)(=O)=O)=[CH:4][CH:3]=1.C(O)(=O)C.[SH-:24].[Na+]>C(O)C.C(OCC)(=O)C>[SH:24][CH2:14][CH:9]1[CH:8]([C:5]2[CH:4]=[CH:3][CH:2]=[CH:7][CH:6]=2)[CH2:13][O:12][C:10]1=[O:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 176Acetic AcidHCID 28015Sodium hydrosulfideHCID 13518915beta-(p-Chlorophenyl)-alpha-methanesulfonyloxymethyl-gamma-butyrolactone

生成物 1

HCID 13518975alpha-Mercaptomethyl-beta-phenyl-gamma-butyrolactone収率 52%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

To a solution of 1.0 g of α-methanesulfonyloxymethyl-β-phenyl-γ-butyrolactone (III) in 20 ml of ethanol were added 1.5 ml of acetic acid and then 1.2 g of commercially available 70% sodium hydrosulfide and the mixture was stirred at room temperature for 18 hours. After completion of the reaction, the reaction mixture was diluted with 150 ml of ethyl acetate, washed with water in a conventional manner, dried over magnesium sulfate and the solvent was distilled off. The crude product thus obtained was purified by a column chromatography to give 400 mg (yield 52%) of the title compound.

後処理

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

出典と根拠

ORDレコード
ord-62844afc2adb4bd9bea5546d1bc4665b
出典データセット
uspto-grants-1986_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04613613

反応ノート

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