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

HRID 1519628ノート

反応式

HRID 1519628 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 21226129Dichloromethane methanol溶媒

反応条件

温度
-78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-289332fe76a04211aa8fe099e7eb83e7
出典データセット
uspto-grants-2015_07
特許番号
US09073882B2

反応ノート

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