Chloroform → 2-(p-Fluorobenzoyl)-3-dimethylaminocrotononitrile

HRID 46565

反応式

HRID 46565 の反応式
[F:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([CH2:8][C:9]#[N:10])=[O:7])=[CH:4][CH:3]=1.C(Cl)(Cl)Cl.CO[C:19](OC)([N:21]([CH3:23])[CH3:22])[CH3:20]>C1C=CC=CC=1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6](/[C:8](=[C:19](/[N:21]([CH3:23])[CH3:22])\[CH3:20])/[C:9]#[N:10])=[O:7])=[CH:11][CH:12]=1

参加物

5

反応物 3

HCID 6212Chloroform2 回HCID 878351,1-Dimethoxyethyl(dimethyl)amineHCID 2783172p-Fluorobenzoylacetonitrile

生成物 1

HCID 234684972-(p-Fluorobenzoyl)-3-dimethylaminocrotononitrile

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a solution of 14.5 g. (0.10 m) of (p-fluorobenzoyl)acetonitrile in 100 ml. of chloroform, cooled in an ice-salt bath, was added 13.3 g. (0.1 m) of N,N-dimethylacetamide dimethylacetal in 20 ml. chloroform. The reaction mixture was stirred in the ice-salt bath for 2 hours, then evaporated in vacuo to an orange oil. The oil was dissolved in 150 ml. benzene and passed through Magnesol®. The filtrate was evaporated and the oil thus obtained was dissolved in 50 ml. benzene to which petroleum ether was added until the solution became cloudy. The precipitate which formed upon cooling was collected. The solid was recrystallized twice from benzene-petroleum ether, with charcoal treatment to yield 5.8 g. (27%) of light yellow crystals, m.p. 90°-92° C.

後処理

  1. additionwas added 13.3 g
  2. customevaporated in vacuo to an orange oil
  3. dissolutionThe oil was dissolved in 150 ml
  4. customThe filtrate was evaporated
  5. customthe oil thus obtained
  6. dissolutionwas dissolved in 50 ml
  7. customThe precipitate which formed
  8. temperatureupon cooling
  9. customwas collected
  10. customThe solid was recrystallized twice from benzene-petroleum ether, with charcoal treatment
  11. customto yield 5.8 g

出典と根拠

ORDレコード
ord-3d7980ed632d4e54868847fb2749282d
出典データセット
uspto-grants-1979_11
特許番号
US04173650

関連ノート

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