Thioglycerol → 6,7Dihydroxy-3methyl-4-thiaheptanoic acid t-butyl ester

HRID 1720794ノート

反応式

HRID 1720794 の反応式
[SH:1][CH2:2][CH:3]([CH2:5][OH:6])[OH:4].[C:7]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])(=[O:11])/[CH:8]=[CH:9]/[CH3:10].C(N(CC)CC)C>O>[C:13]([O:12][C:7](=[O:11])[CH2:8][CH:9]([CH3:10])[S:1][CH2:2][CH:3]([OH:4])[CH2:5][OH:6])([CH3:16])([CH3:15])[CH3:14]

参加物

5

反応物 3

HCID 7291ThioglycerolHCID 8471TriethylamineHCID 5463127tert-Butyl Crotonate

生成物 1

HCID 105626566,7Dihydroxy-3methyl-4-thiaheptanoic acid t-butyl ester収率 73%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

To thioglycerol (0.835 ml), t-butyl crotonate (10 ml) and triethylamine (1 ml) were added, followed by stirring at 60° C. for 48 hours. After cooling and addition of water, the reaction mixture was extracted with ethyl acetate. The extract was washed with a 5% aqueous solution of citric acid, a saturated aqueous solution of sodium hydrogen carbonate and saturated saline, and dried over anhydrous sodium sulfate, and the solvent was distilled off, to yield the title compound (1.82 g, yield 73%) as a colorless oily substance.

後処理

  1. temperatureAfter cooling
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. washThe extract was washed with a 5% aqueous solution of citric acid
  4. dry with materiala saturated aqueous solution of sodium hydrogen carbonate and saturated saline, and dried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-8f641081fb3b4fbf8f3b3c0e8fc51e3e
出典データセット
uspto-grants-1996_04
特許番号
US05506267

反応ノート

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