Phenolphthalein → Acetonitrile, [[4-(1,1-dimethylethyl)phenyl]thio]-

HRID 1580836

反応式

HRID 1580836 の反応式
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:9][C:10]#[N:11].C1C=[CH:14][C:15]2[C:21](C3C=CC(O)=CC=3)(C3C=CC(O)=CC=3)OC(=O)[C:16]=2C=1>[OH-].[Na+].C(O)C.O>[C:15]([C:4]1[CH:5]=[CH:6][C:1]([S:7][CH2:9][C:10]#[N:11])=[CH:2][CH:3]=1)([CH3:21])([CH3:16])[CH3:14]

参加物

7

反応物 3

HCID 4764PhenolphthaleinHCID 7856Chloroacetonitrile2 回HCID 7969Thiophenol

生成物 1

HCID 21494992Acetonitrile, [[4-(1,1-dimethylethyl)phenyl]thio]-

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒2 回HCID 14798Sodium Hydroxide溶媒2 回

実験手順

The substituted phenylthioacetonitrile starting materials can be prepared by the reaction of the corresponding thiophenol with chloroacetonitrile in alcoholic sodium hydroxide. In a representative procedure, a solution of 100 grams of 4-tert-butylthiophenyl and 45.3 grams chloroacetonitrile in 225 milliliters of 95 percent ethanol is stirred at room temperature while a solution of 24 grams sodium hydroxide in 36 milliliters water is added dropwise until the mixture remains alkaline to phenolphthalein. Slight spontaneous warming occurs during the addition. The mixture is then diluted with an equal volume of water and extracted twice with ether. The ether extract is washed with water, dried over sodium sulfate, and distilled, yielding the 2-(4-tert-butylphenylthio)acetonitrile as a liquid boiling at 153°-6°C. under a pressure of 4 millimeters of mercury.

後処理

  1. additionis added dropwise until the mixture
  2. temperatureSlight spontaneous warming
  3. additionoccurs during the addition
  4. extractionextracted twice with ether
  5. extractionThe ether extract
  6. washis washed with water
  7. dry with materialdried over sodium sulfate
  8. distillationdistilled

出典と根拠

ORDレコード
ord-78701ecd311747e1ae670040843f8d85
出典データセット
uspto-grants-1976_01
特許番号
US03933912

関連ノート

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