Butanediol → Butanediol bis(3-mercaptobutyrate)

HRID 2061297

反応式

HRID 2061297 の反応式
[CH:1](O)([OH:5])[CH2:2][CH2:3][CH3:4].[SH:7][CH:8]([CH3:13])[CH2:9][C:10]([OH:12])=[O:11].[OH2:14].C1(C)[CH:20]=[CH:19][C:18]([S:21](O)(=O)=O)=[CH:17]C=1>C1(C)C=CC=CC=1>[SH:7][CH:8]([CH3:13])[CH2:9][C:10]([O:12][CH:1]([O:5][C:20](=[O:14])[CH2:19][CH:18]([SH:21])[CH3:17])[CH2:2][CH2:3][CH3:4])=[O:11]

参加物

5

反応物 3

HCID 165788ButanediolHCID 521998p-Toluenesulfonic acid monohydrateHCID 99640843-Mercaptobutyric acid

生成物 1

HCID 87175182Butanediol bis(3-mercaptobutyrate)

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
140 °C

実験手順

In a 300 ml egg plant type flask, 20 g (222 mmol) of butanediol (available from Wako Pure Chemical Industries, Ltd.), 58.7 g (488 mmol) of 3-mercaptobutanoic acid (available from Yodo Chemical Co., Ltd.), 2.78 g (14.6 mmol) of p-toluenesulfonic acid monohydrate (available from Junsei Chemical Co., Ltd.) and 100 g of toluene (available from Junsei Chemical Co., Ltd.) were placed, and a Dean-Stark device and a cooling tube were installed. The contents in the flask were heated at an oil bath temperature of 140° C. with stirring. After 4 hours from the initiation of reaction, the reaction solution was allowed to cool, washed with ion-exchanged water and then neutralized with a saturated sodium hydrogencarbonate aqueous solution. The resulting solution was further washed with ion-exchanged water three times and then subjected to dehydration-drying using anhydrous magnesium sulfate (available from Junsei Chemical Co., Ltd.). Next, toluene was distilled off, and the remainder was subjected to column chromatography by a silica gel to perform purification of BDMB. As the silica gel, Wako gel C-200 (available from Wako Pure Chemical Industries, Ltd.) was used, and as the elution solvent, n-hexane/acetone (7/1 by volume) was used. The BDMB obtained by purification was a colorless transparent liquid, and the yield was 31.1 g (48%).

後処理

  1. customAfter 4 hours from the initiation of reaction
  2. temperatureto cool
  3. washwashed with ion-exchanged water
  4. washThe resulting solution was further washed with ion-exchanged water three times
  5. customto dehydration-drying
  6. distillationNext, toluene was distilled off
  7. custompurification of BDMB
  8. customThe BDMB obtained by purification

出典と根拠

ORDレコード
ord-8d32ae675d6844d19c505da4e0ac1bd0
出典データセット
uspto-grants-2012_10
特許番号
US08283095B2

関連ノート

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