反应 #1259

ord-a527bf234aeb411088cf0a7588b93b15

反应方程式

CCCCCCCCCCOc1cnc(-c2ccc(C=CC(O)C(F)(F)F)cc2)nc1
(-)-2-(4-(3-hydroxy-4,4,4-trifluoro-1-butenyl) phenyl)-5-decyloxypyrimidine
CCCC(=O)Cl
butyryl chloride
CCCCCCCCCCOc1cnc(-c2ccc(C=CC(OC(=O)CCC)C(F)(F)F)cc2)nc1
(+)-2-(4-(3-butyryloxy-4,4,4-trifluoro-1-butenyl) phenyl)-5-decyloxy-pyrimidine
收率 93.1%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤washed with 4N hydrochloric acid, water
  2. 2
    浓缩a 5% sodium bicarbonate solution and water successively in that order, and then the toluene layer was concentrated under reduced pressure
  3. 3
    其他The residue was purified

实验过程

1.0 g of (-)-2-(4-(3-hydroxy-4,4,4-trifluoro-1-butenyl) phenyl)-5-decyloxypyrimidine was dissolved in 20 ml of pyridine. The solution was added with 0.5 g of butyryl chloride and stirred at 25°-30° C. for 4 hours. The reaction mixture was diluted with 100 ml of toluene and washed with 4N hydrochloric acid, water, a 5% sodium bicarbonate solution and water successively in that order, and then the toluene layer was concentrated under reduced pressure. The residue was purified by subjecting it to silica gel column chromatography using toluene/ethyl acetate as eluent to obtain 1.08 g of (+)-2-(4-(3-butyryloxy-4,4,4-trifluoro-1-butenyl) phenyl)-5-decyloxy-pyrimidine.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05723610uspto-grants-1998_03