تفاعل #535922

ord-e1f7a8fffb6b4bdbbec4704afa3884a5

معادلة التفاعل

O=C(Cl)c1ccc(F)cc1
4-fluorobenzoyl chloride
NC1(C(=O)O)CCCCC1
1-aminocyclohexanecarboxylic acid
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O=C(NC1(C(=O)O)CCCCC1)c1ccc(F)cc1
title compound
O=C(NC1(C(=O)O)CCCCC1)c1ccc(F)cc1
1-[(4-Fluorobenzoyl)amino]cyclohexanecarboxylic acid

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةUnder ice-cooling
  2. 2
    أخرىAfter the ether layer was separated
  3. 3
    درجة الحرارةcooling
  4. 4
    ترشيحthe precipitated crystal was collected by filtration

الإجراء التجريبي

Under ice-cooling, a solution of 25.0 g (15.8 mmol) of 4-fluorobenzoyl chloride in 30 ml of ether was added dropwise to a mixture solution of 22.6 g (15.8 mmol) of 1-aminocyclohexanecarboxylic acid and 25.0 g (23.7 mmol) of sodium carbonate in 100 ml of ether and 300 ml of water, and the mixture was stirred at room temperature overnight. After the ether layer was separated, the aqueous layer was neutralized by concentrated hydrochloric acid under ice-cooling, and the precipitated crystal was collected by filtration to obtain 27.7 g (66%) of the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08481725B2uspto-grants-2013_07