Ethanethiol → HCID 20528836、化合物

HRID 27368ノート

反応式

HRID 27368 の反応式
C(S)C.C[O:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]([CH2:17][C:18]([OH:20])=[O:19])[CH2:13][C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1>CN(C)C=O>[OH:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]([CH2:17][C:18]([OH:20])=[O:19])[CH2:13][C:14]([OH:16])=[O:15])=[CH:8][CH:7]=1

参加物

4

反応物 2

HCID 6343EthanethiolHCID 3472533-(4-Methoxyphenyl)pentanedioic acid

生成物 1

HCID 20528836HCID 20528836、化合物収率 81.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

反応条件

温度
165 °C

実験手順

To a stirred suspension of 57% sodium hydride-paraffin (6.45 g), in dry dimethylformamide (70 ml) is slowly added ethanethiol (11.89 ml) in dry dimethylformamide (20 ml). After stirring the resultant slurry for 15 minutes, a solution of 3-(4-methoxyphenyl)glutaric acid (3.0 g) in dry dimethylformamide (20 ml) is added. The slurry is heated in a bath at 165° C. for 5.0 hours and most of the solvent is removed by distillation in vacuo. The residue is diluted with water, acidified with concentrated hydrochloric acid and extracted twice with ether (the extracts are discarded). The solution is saturated with sodium chloride and extracted with ethyl acetate. The ethyl acetate solution is washed once with brine, dried and the residue crystallized from chloroform-hexane to afford 2.3 g of 3-(4-hydroxyphenyl)-glutaric acid, melting point 168°-170° C.

後処理

  1. customis removed by distillation in vacuo
  2. additionThe residue is diluted with water
  3. extractionextracted twice with ether (the extracts
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate solution is washed once with brine
  6. customdried
  7. customthe residue crystallized from chloroform-hexane

出典と根拠

ORDレコード
ord-b451bcd3428149b29c41787f9d496668
出典データセット
uspto-grants-1980_09
特許番号
US04221725

反応ノート

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