反应 #9732

ord-81de7a46f06246799d69db5e5b4d91bf

反应方程式

CO
methanol
B
borane
O=C(O)c1cc(-c2ccc(Cl)cc2)oc1C(F)(F)F
5-(4-chlorophenyl)-2-(trifluoromethyl)furan-3-carboxylic acid
OCc1cc(-c2ccc(Cl)cc2)oc1C(F)(F)F
title compound
OCc1cc(-c2ccc(Cl)cc2)oc1C(F)(F)F
5-(4-chlorophenyl)-3-hydroxymethyl-2-trifluoromethylfuran

反应条件

温度
0°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.STIRRINGthe reaction stirred at room temperature for 2 hours
  2. 2
    温度The reaction was cooled to 0° C.
  3. 3
    其他was evaporated
  4. 4
    其他The residue was purified by SPE (Si cartridge) sequentially using dichloromethane, chloroform and chloroform:ether (9:1) as eluents

实验过程

A mixture of 5-(4-chlorophenyl)-2-(trifluoromethyl)furan-3-carboxylic acid (0.30 g) in tetrahydrofuran (10 ml) stirred under a nitrogen atmosphere at 0° C. was treated with a 1M solution of borane in tetrahydrofuran (10.33 ml) and the reaction stirred at room temperature for 2 hours. The reaction was cooled to 0° C.; treated with methanol (4 ml) and after 15 minutes the reaction mixture was evaporated. The residue was purified by SPE (Si cartridge) sequentially using dichloromethane, chloroform and chloroform:ether (9:1) as eluents to give the title compound as a white solid.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07091237B2uspto-grants-2006_08