Hydrochloric Acid → Benzoylacetonitrile

HRID 489371

반응식

HRID 489371 반응식
[C:1](#[N:3])[CH3:2].[C:4](OC)(=[O:13])[C:5]1[CH:10]=[CH:9][C:8](OC)=[CH:7][CH:6]=1.O.Cl>CS(C)=O>[C:4]([CH2:2][C:1]#[N:3])(=[O:13])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6342AcetonitrileHCID 8499Methyl anisate

생성물 1

HCID 64799Benzoylacetonitrile수율 68.7%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
60 °C

실험 절차

To a solution of acetonitrile (76 g) in DMSO (100 mL) was added methyl p-anisate (100 g) and the mixture was stirred with heating at 60° C. for one hour. The reaction mixture was allowed to cool, and cold water (500 mL) was added dropwise. The mixture was acidified with hydrochloric acid and the precipitated crystals were collected by filtration. The obtained crystals were extracted with ethyl acetate and the solvent was evaporated under reduced pressure. The residue was recrystallized from ethyl acetate to give benzoylacetonitrile (60 g) as colorless crystals. A solution of 2-chlorobenzaldehyde (1.7 g), 3-aminopyrazole (1.0 g) and benzoylacetonitrile (1.8 g) in acetonitrile (20 mL) was heated under reflux overnight. The reaction mixture was cooled to room temperature, and the precipitated crystals were collected by filtration to give the title compound (2.63 g) as colorless crystals.

후처리

  1. temperatureto cool
  2. filtrationthe precipitated crystals were collected by filtration
  3. extractionThe obtained crystals were extracted with ethyl acetate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-6a11c53e02c0491fb90c2cb30ff330c7
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06977262B2

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