Potassium Cyanide → 4-Biphenylacetonitrile

HRID 964596

反応式

HRID 964596 の反応式
[C-:1]#[N:2].[K+].Cl[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH:7]=1>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>[C:1]([CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH:7]=1)#[N:2]

参加物

5

反応物 2

HCID 9032Potassium CyanideHCID 154634-Phenylbenzyl chloride

生成物 1

HCID 358564-Biphenylacetonitrile収率 67.5%

試薬・触媒・溶媒 2

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 6344Dichloromethane溶媒

実験手順

Potassium cyanide (2.6g) was added to a stirred, two-phase mixture of 4-(chloromethyl)biphenyl (2.02g) and tetrabutyl ammonium hydrogen sulphate (200 mg) in dichloromethane (50 ml). The reaction mixture was stirred at ambient temperature for 36 hours. The organic layer was separated and washed with water (10 ml), dried (MgS04) and evaporated to give a solid residue which was crystallised from n-hexane to give 4-(cyanomethyl)biphenyl (1.3g) as a solid, m.p. 95° C.; microanalysis, found: C, 86.3; H, 5.7; N, 7.2%; C14H11N .O.1H2O requires C, 86.2; H, 5.7; N, 7.18%.

後処理

  1. customThe organic layer was separated
  2. washwashed with water (10 ml)
  3. customdried (MgS04)
  4. customevaporated
  5. customto give a solid residue which
  6. customwas crystallised from n-hexane

出典と根拠

ORDレコード
ord-08baa463e22241db85abdbcd11810cd7
出典データセット
uspto-grants-1998_06
特許番号
US05770608

関連ノート

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