Pyridine → Ethyl 2-fluoro-5-nitrocarbanilate

HRID 36795ノート

反応式

HRID 36795 の反応式
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[F:7][C:8]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:9]=1[NH2:10].N1C=CC=CC=1>ClCCl>[F:7][C:8]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][C:9]=1[NH:10][C:2](=[O:3])[O:4][CH2:5][CH3:6]

参加物

5

反応物 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 677852-Fluoro-5-nitroaniline

生成物 1

HCID 2754990Ethyl 2-fluoro-5-nitrocarbanilate収率 98.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

10.7 g (98.9 mmol) of ethyl chloroformate was added dropwise to a mixture of 15.0 g (94.2 mmol) of 2-fluoro-5-nitroaniline, 8.20 g (104 mmol) of pyridine and 150 ml of dichloromethane at a temperature of not higher than 5° C. Thereafter the temperature was raised to room temperature and the reaction was continued for one night. After the dichloromethane layer was separated out by adding water to the reaction mixture, the dichloromethane layer was washed with saturated saline solution and dried over anhydrous sodium sulfate. Thereafter the dichloromethane was distilled off to obtain the crude product (crystals). The crude product was washed with hexane, thereby obtaining 21.1 g of the objective product (yield: 98%) in the form of ocher crystals.

後処理

  1. waitthe reaction was continued for one night
  2. customAfter the dichloromethane layer was separated out
  3. additionby adding water to the reaction mixture
  4. washthe dichloromethane layer was washed with saturated saline solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThereafter the dichloromethane was distilled off
  7. customto obtain the crude product (crystals)
  8. washThe crude product was washed with hexane

出典と根拠

ORDレコード
ord-5b7fd3a86e434faab81ec81274d3d4a9
出典データセット
uspto-grants-1995_05
特許番号
US05416236

反応ノート

読み込み中…