Acetonitrile → 4-Methoxybenzoylacetonitrile

HRID 568591

反応式

HRID 568591 の反応式
CO[C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1.[H-].[Na+].[C:15](#[N:17])[CH3:16]>C1(C)C=CC=CC=1>[CH3:11][O:10][C:7]1[CH:6]=[CH:5][C:4]([C:3]([CH2:16][C:15]#[N:17])=[O:12])=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 6342AcetonitrileHCID 8499Methyl anisateHCID 24758Sodium hydride

生成物 1

HCID 2333984-Methoxybenzoylacetonitrile

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

166.2 grams (1 mole) of 4-methoxybenzoic acid methyl ester and 60 grams (2 moles) of sodium hydride (80 weight % suspension in white oil) were heated to 65° C. in 750 ml of dry toluene. Within 2 hours there were dropped in 82.1 grams (2 moles) of acetonitrile at 85° C. and then stirring was continued for a further 20 hours at 90° C. The precipitate was filtered off with suction, 200 ml of glacial acetic acid slowly stirred in with cooling and subsequently the mixture was added to 1 liter of ice water. The precipitated crystal mass was filtered off with suction, post washed with water and recrystallized from acetone. There were thus obtained 149 grams (85% of theory) or 4-methoxybenzoylacetonitrile having a melting point of 127°-129° C.

後処理

  1. filtrationThe precipitate was filtered off with suction, 200 ml of glacial acetic acid
  2. stirringslowly stirred in
  3. temperaturewith cooling
  4. additionsubsequently the mixture was added to 1 liter of ice water
  5. filtrationThe precipitated crystal mass was filtered off with suction, post
  6. washwashed with water
  7. customrecrystallized from acetone

出典と根拠

ORDレコード
ord-8b9db9372cc940d09b7f940dbb150c16
出典データセット
uspto-grants-1988_03
特許番号
US04728743

関連ノート

読み込み中…