beta-(p-Chlorophenyl)-alpha-methylene-gamma-butyrolactone → S-[[4-(4-chlorophenyl)-2-oxooxolan-3-yl]methyl] benzenecarbothioate

HRID 65261ノート

反応式

HRID 65261 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][O:12][C:10](=[O:11])[C:9]2=[CH2:14])=[CH:4][CH:3]=1.[C:15]([OH:23])(=[S:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1.C(N(CC)CC)C.C(OCC)C>[C:15]([S:22][CH2:14][CH:9]1[CH:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[CH2:13][O:12][C:10]1=[O:11])(=[O:23])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

6

反応物 2

HCID 20234200beta-(p-Chlorophenyl)-alpha-methylene-gamma-butyrolactoneHCID 178526132HCID 178526132、化合物

生成物 1

HCID 13715528S-[[4-(4-chlorophenyl)-2-oxooxolan-3-yl]methyl] benzenecarbothioate収率 75%

試薬・触媒・溶媒 3

HCID 8471Triethylamine触媒HCID 1140Toluene溶媒HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 600 mg of β-(p-chlorophenyl)-α-methylene-γ-butyrolactone in 10 ml of toluene were added 0.44 ml of thiobenzoic acid and one drop of triethylamine and the reaction was effected at room temperature for 18 hours. The reaction mixture was diluted with 100 ml of ethyl ether, washed with water and saturated saline, dried over magnesium sulfate and the solvent was then distilled off. The crude product thus obtained was purified by a silica gel column chromatography to give 750 mg (yield 75%) of the title compound.

後処理

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

出典と根拠

ORDレコード
ord-3b7073b3151c4a99bac17ba77a9f95d0
出典データセット
uspto-grants-1986_09
特許番号
US04613613

反応ノート

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