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

HRID 379008

반응식

HRID 379008 반응식
[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

참가 물질

5

반응물 3

HCID 134054-Methylbenzoyl ChlorideHCID 24287Tin tetrachlorideHCID 82115Trimethylsilyl cyanide

생성물 1

HCID 641326Oxo-P-tolyl-acetonitrile수율 93.3%

시약·촉매·용매 1

HCID 6344Dichloromethane촉매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-6a7d3c95abe34b609b25547ca31efbb4
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297271B1

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