Pyridine → 2-Fluoro-4-(2-oxoethyl)benzonitrile

HRID 1519628노트

반응식

HRID 1519628 반응식
[CH2:1]([C:4]1[CH:11]=[CH:10][C:7]([C:8]#[N:9])=[C:6]([F:12])[CH:5]=1)[CH:2]=C.N1C=CC=CC=1.[O:19]=[O+][O-]>C(Cl)Cl.CO>[F:12][C:6]1[CH:5]=[C:4]([CH2:1][CH:2]=[O:19])[CH:11]=[CH:10][C:7]=1[C:8]#[N:9]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 24823OzoneHCID 247217663-(4-Cyano-3-fluorophenyl)-1-propene

생성물 1

HCID 866944782-Fluoro-4-(2-oxoethyl)benzonitrile

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

반응 조건

온도
-78 °C

실험 절차

A solution of 4-allyl-2-fluorobenzonitrile (1 g, 6.2 mmol) in 1:1 CH2Cl2/MeOH (40 mL) containing pyridine (1 mL, 12.4 mmol) was cooled to −78° C., and O3 was passed through until a blue color was present. N2 was then bubbled through to discharge the blue color and Me2S (5 ml) was added. The reaction mixture was allowed to warm and left overnight. The mixture was washed with 1 N HCl and aqueous NaHCO3 and then dried and concentrated to give crude 2-fluoro-4-(2-oxoethyl)benzonitrile. The material was carried on as the crude.

후처리

  1. customN2 was then bubbled through
  2. additionwas added
  3. temperatureto warm
  4. washThe mixture was washed with 1 N HCl and aqueous NaHCO3
  5. customdried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-289332fe76a04211aa8fe099e7eb83e7
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073882B2

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