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

HRID 566184
ノート
印刷プレビュー

反応式

HRID 566184 の反応式
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[Br:7][C:8]1[C:14]([O:15][CH2:16][CH3:17])=[CH:13][C:11]([NH2:12])=[C:10]([F:18])[CH:9]=1.N1C=CC=CC=1>C(Cl)Cl>[Br:7][C:8]1[C:14]([O:15][CH2:16][CH3:17])=[CH:13][C:11]([NH:12][C:2](=[O:3])[O:4][CH2:5][CH3:6])=[C:10]([F:18])[CH:9]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 132814294-Bromo-5-ethoxy-2-fluoroaniline

生成物 1

HCID 21265588ethyl N-(4-bromo-5-ethoxy-2-fluorophenyl)carbamate収率 96.3%

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 (2.15 g) was added dropwise to a solution of 4-bromo-5-ethoxy-2-fluoroaniline (4.21 g) and pyridine (2.84 g) in methylene chloride (36 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, and the resulting crude crystals were crystallized from a mixed solvent of ethyl acetate and n-hexane (1:5 v/v) to obtain the objective ethyl N-(4-bromo-5-ethoxy-2-fluorophenyl)carbamate (5.30 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
  6. customthe resulting crude crystals were crystallized from a mixed solvent of ethyl acetate and n-hexane (1:5 v/v)

出典と根拠

ORDレコード
ord-296db66172274adf93bcc36a6c01abf3
出典データセット
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06174839B1

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート