Diethyl Ether → 3-(2,4-Dichloro-5-fluorophenyl)-3-oxopropanenitrile

HRID 2072836

反応式

HRID 2072836 の反応式
[Cl:1][C:2]1[CH:12]=[C:11]([Cl:13])[C:10]([F:14])=[CH:9][C:3]=1[C:4]([O:6]CC)=O.[C:15](#[N:17])[CH3:16].[H-].[Na+].CCOCC>O1CCCC1>[Cl:1][C:2]1[CH:12]=[C:11]([Cl:13])[C:10]([F:14])=[CH:9][C:3]=1[C:4]([CH2:16][C:15]#[N:17])=[O:6]

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 6342AcetonitrileHCID 24758Sodium hydrideHCID 13630722Benzoic acid, 2,4-dichloro-5-fluoro-, ethyl ester

生成物 1

HCID 136307213-(2,4-Dichloro-5-fluorophenyl)-3-oxopropanenitrile収率 34.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 47.4 g of ethyl 2,4-dichloro-5-fluoro-benzoate and 8.2 g of anhydrous acetonitrile are added dropwise to a suspension of 6.1 g of 80% strength sodium hydride in 100 ml of anhydrous tetrahydrofuran under reflux in the course of about 1 hour. The mixture is heated at the boiling point under reflux for a further hour and cooled to room temperature, and 150 ml of ether are added. The precipitate is filtered off with suction and dissolved in 50 ml of ice-water and the solution is acidified to pH=6 with 10% strength hydrochloric acid. The precipitate is filtered off cold with suction, rinsed with ice-water and dried in vacuo at 40° C. 16 g of 2,4-dichloro-5-fluoro-benzoylacetonitrile of melting point 96°-98° C. are obtained.

後処理

  1. temperatureunder reflux in the course of about 1 hour
  2. temperatureThe mixture is heated at the boiling point
  3. temperatureunder reflux for a further hour
  4. filtrationThe precipitate is filtered off with suction
  5. dissolutiondissolved in 50 ml of ice-water
  6. filtrationThe precipitate is filtered off cold with suction
  7. washrinsed with ice-water
  8. customdried in vacuo at 40° C

出典と根拠

ORDレコード
ord-3c6183603a3443ac969e7cc9309cc47c
出典データセット
uspto-grants-1990_04
特許番号
US04914228

関連ノート

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