Ethyl formate → 2-(2,4-Dichlorophenyl)-3-hydroxyprop-2-enenitrile

HRID 1003985

反応式

HRID 1003985 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]#[N:11].[CH:12](OCC)=[O:13]>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9](=[CH:12][OH:13])[C:10]#[N:11]

参加物

3

反応物 2

HCID 8025Ethyl formateHCID 805662,4-Dichlorophenylacetonitrile

生成物 1

HCID 14830692-(2,4-Dichlorophenyl)-3-hydroxyprop-2-enenitrile収率 74.1%

反応条件

温度
70 °C

実験手順

0.6 g of metal sodium was added to dry ethanol to obtain an ethanol solution of sodium ethoxide. Then, a mixed liquid comprising 37.2 g of 2,4-dichlorophenyl acetonitrile and 22.2 g of ethyl formate, was added thereto under heating to 70° C. After the addition, the mixture was further heated and refluxed for 2 hours and then, left to stand for 1 day. The reaction solution was cooled to 0° C. and then subjected to filtration. After washing with diethyl ether, the sodium salt collected by filtration was added to 130 ml of distilled water, and 9 ml of acetic acid was dropwise added thereto under cooling at 0° C. After the dropwise addition, the mixture was stirred at room temperature for about 30 minutes. Then, the formed precipitate was collected by filtration and washed with water. It was dried to obtain 31.7 g (yield: 74%) of the desired product. Melting point: 162-163° C.

後処理

  1. additionwas added
  2. additionAfter the addition
  3. temperaturethe mixture was further heated
  4. temperaturerefluxed for 2 hours
  5. waitleft
  6. temperatureThe reaction solution was cooled to 0° C.
  7. filtrationsubjected to filtration
  8. washAfter washing with diethyl ether
  9. filtrationthe sodium salt collected by filtration
  10. additionwas added to 130 ml of distilled water, and 9 ml of acetic acid
  11. additionwas dropwise added
  12. temperatureunder cooling at 0° C
  13. additionAfter the dropwise addition
  14. filtrationThen, the formed precipitate was collected by filtration
  15. washwashed with water
  16. customIt was dried

出典と根拠

ORDレコード
ord-11e78bae281a4e05be45e16ffb7e34a9
出典データセット
uspto-grants-2000_04
特許番号
US06048823

関連ノート

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