反応 #170955

ord-9345771dbcee4f08a6d77263cf5b208c

反応方程式

CCOC(=O)CBr
Ethyl bromoacetate
CC(=O)Nc1ccc(O)cc1
paracetamol
O=C([O-])[O-].[K+].[K+]
K2CO3
CCOC(=O)COc1ccc(NC(C)=O)cc1
1
収率 80.1%
CCOC(=O)COc1ccc(NC(C)=O)cc1
(4-Acetylamino-phenoxy)-acetic acid ethyl ester
収率 80.1%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度refluxed for 16 hours
  2. 2
    workup.DISTILLATIONAcetone was distilled
  3. 3
    workup.ADDITIONwater (5 L) was added
  4. 4
    ろ過Crude 1 was filtered
  5. 5
    その他dried
  6. 6
    その他recrystallised from a mixture of toluene:hexane (1:5)

実験手順

Ethyl bromoacetate (452 g, 2.7 mol.) was added to a mixture of paracetamol (300 g, 1.984 mol) and anhydrous K2CO3 (1.80 kg, 7.814 mmol) in anhydrous acetone (3 L) and refluxed for 16 hours. Acetone was distilled and water (5 L) was added. Crude 1 was filtered, dried and recrystallised from a mixture of toluene:hexane (1:5) to give pure 1 (377 grams, 80%) as a white shining powder. The melting point was found to be 104.2-106.2° C.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08846845B2uspto-grants-2014_09