4-Methylbenzoyl Chloride → Oxo-P-tolyl-acetonitrile

HRID 278518

反応式

HRID 278518 の反応式
[Sn](Cl)(Cl)(Cl)Cl.[C:6]1([CH3:15])[CH:11]=[CH:10][C:9]([C:12](Cl)=[O:13])=[CH:8][CH:7]=1.[Si]([C:20]#[N:21])(C)(C)C>C(Cl)Cl>[C:6]1([CH3:15])[CH:11]=[CH:10][C:9]([C:12]([C:20]#[N:21])=[O:13])=[CH:8][CH:7]=1

参加物

5

反応物 3

HCID 134054-Methylbenzoyl ChlorideHCID 24287Tin tetrachlorideHCID 82115Trimethylsilyl cyanide

生成物 1

HCID 641326Oxo-P-tolyl-acetonitrile収率 93.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane触媒

実験手順

A 1 M solution of tin chloride in CH2Cl2 (1.3 mL, 1.3 mmol) was added dropwise to an ice water cooled solution of p-toluoyl chloride (10.00 g, 65 mmol) and TMSCN (9.00 mL, 68 mmol). The reaction was monitored to completion over 4 hours by disappearance of the IR acid chloride carbonyl stretch, then quenched by addition of ice water (20 mL) and extracted with CH2Cl2. The organic solution was dried (MgSO4) and concentrated to afford 8.80 g of p-toluoyl cyanide as an orange solid.

後処理

  1. customquenched by addition of ice water (20 mL)
  2. extractionextracted with CH2Cl2
  3. dry with materialThe organic solution was dried (MgSO4)
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-045d5c0f2ca94392b7ae4129fc78ef0e
出典データセット
uspto-grants-2002_03
特許番号
US06359156B1

関連ノート

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