Dimethyl Sulfoxide → HCID 178447873、化合物

HRID 1589741ノート

反応式

HRID 1589741 の反応式
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]2[CH:17]=[CH:16][C:13]([CH2:14]Cl)=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[C-:18]#[N:19].[Na+].CS(C)=O>O>[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]2[CH:17]=[CH:16][C:13]([CH2:14][C:18]#[N:19])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 8929Sodium CyanideHCID 178447872HCID 178447872、化合物

生成物 1

HCID 178447873HCID 178447873、化合物収率 97.8%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
140 °C

実験手順

114 g (0.45 mol) of 4-(trans-4'-propylcyclohexyl) benzyl chloride, 27 g (0.55 mol) of NaCN and 113 cm3 of DMSO were mixed and while stirring, the mixture was heated to a temperature of 140° C. by a mantle heater. The product of the reaction was cooled to room temperature. 400 cm3 of water was added and extracted three times with 100 cm3 of chloroform. The chloroform layers were combined and washed with 10% hydrochloric acid and water. The chloroform was distilled off under reduced pressure and the residue was distilled under reduced pressure (155° C./2.5 mmHg) to yield 106 g (0.44 mol) of 4-(trans-4'-propylcyclohexyl) benzyl cyanide.

後処理

  1. temperatureThe product of the reaction was cooled to room temperature
  2. extractionextracted three times with 100 cm3 of chloroform
  3. washwashed with 10% hydrochloric acid and water
  4. distillationThe chloroform was distilled off under reduced pressure
  5. distillationthe residue was distilled under reduced pressure (155° C./2.5 mmHg)

出典と根拠

ORDレコード
ord-10e32e9391c348b9b5456c67b7bd452d
出典データセット
uspto-grants-1993_04
特許番号
US05200110

反応ノート

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