Pyridine → ethyl N-(5-allyloxy-4-bromo-2-fluorophenyl)carbamate

HRID 566194ノート

反応式

HRID 566194 の反応式
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[CH2:7]([O:10][C:11]1[C:12]([Br:19])=[CH:13][C:14]([F:18])=[C:15]([CH:17]=1)[NH2:16])[CH:8]=[CH2:9].N1C=CC=CC=1>C(Cl)Cl>[CH2:7]([O:10][C:11]1[C:12]([Br:19])=[CH:13][C:14]([F:18])=[C:15]([NH:16][C:2](=[O:3])[O:4][CH2:5][CH3:6])[CH:17]=1)[CH:8]=[CH2:9]

参加物

5

反応物 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 212655985-Allyloxy-4-bromo-2-fluoroaniline

生成物 1

HCID 21265559ethyl N-(5-allyloxy-4-bromo-2-fluorophenyl)carbamate収率 98.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
10 °C

実験手順

Ethyl chloroformate (5.97 g) was added dropwise to a solution of 5-allyloxy-4-bromo-2-fluoroaniline (12.3 g) and pyridine (7.90 g) in methylene chloride (100 ml) at 0° C., and the mixture was stirred at 10° C. for 3 hours. After the reaction, this was extracted with methylene chloride, then washed with diluted hydrochloric acid and an aqueous sodium hydrogencarbonate solution, and dried over anhydrous magnesium sulfate. Then, methylene chloride was distilled off to obtain to the objective ethyl N-(5-allyloxy-4-bromo-2-fluorophenyl)carbamate (15.67 g).

後処理

  1. customAfter the reaction
  2. extractionthis was extracted with methylene chloride
  3. washwashed with diluted hydrochloric acid
  4. dry with materialan aqueous sodium hydrogencarbonate solution, and dried over anhydrous magnesium sulfate
  5. distillationThen, methylene chloride was distilled off

出典と根拠

ORDレコード
ord-fc87c21c7daf4bdfac9311e38a6a25ec
出典データセット
uspto-grants-2001_01
特許番号
US06174839B1

反応ノート

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