Water → 3-Fluoro-4-formylbenzonitrile

HRID 343925ノート

反応式

HRID 343925 の反応式
Br[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([F:10])[CH:3]=1.O.[CH3:12][N:13](C)C=O>Cl>[C:12]([C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([F:10])[CH:3]=1)#[N:13]

参加物

5

反応物 3

HCID 962WaterHCID 6228DimethylformamideHCID 1435174-Bromo-2-fluorobenzaldehyde

生成物 1

HCID 27831503-Fluoro-4-formylbenzonitrile

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

反応条件

温度
150 °C

実験手順

A stirred mixture of 4-bromo-2-fluorobenzaldehyde (39 g, 192 mmol) and cuprous cyanide (18.9 g, 211 mmol) in dimethylformamide (100 ml) was heated to 150° C. for 12 hours under nitrogen atmosphere. The dark solution was cooled and a solution of ferric chloride (34 g, 211 mmol) in hydrochloric acid (2M, 100 ml) was added, followed by water (100 ml). Solid crystallised from the mixture and was filtered, washed with water and dried at 40° C. in vacuo. Recrystallisation from cyclohexane (500 ml) gave 4-cyano-2-fluorobenzaldehyde (m.p. 79° C.) as yellow needles.

後処理

  1. temperatureThe dark solution was cooled
  2. customSolid crystallised from the mixture
  3. filtrationwas filtered
  4. washwashed with water
  5. customdried at 40° C. in vacuo
  6. customRecrystallisation from cyclohexane (500 ml)

出典と根拠

ORDレコード
ord-4ad6d234260048fd8152657e6793a0be
出典データセット
uspto-grants-1999_01
特許番号
US05863947

反応ノート

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