反应 #1261

ord-9b515fcf22a54464836bc78f7d1d5c2e

反应方程式

CCCCCCCCCCOc1cnc(-c2ccc(C=CC(C)O)cc2)nc1
(-)-2-(4-(3-hydroxy-1-butenyl)phenyl)-5-decyloxypyrimidine
CCCC(=O)Cl
butyryl chloride
CCCCCCCCCCOc1cnc(-c2ccc(C=CC(C)OC(=O)CCC)cc2)nc1
(+)-2-(4-(3-butyryloxy-1-butenyl)phenyl)-5-decyloxy-pyrimidine
收率 88.7%

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The toluene layer was concentrated under reduced pressure
  3. 3
    其他the residue was purified by silica gel column chromatography

实验过程

1.0 g of (-)-2-(4-(3-hydroxy-1-butenyl)phenyl)-5-decyloxypyrimidine was dissolved in 20 ml of pyridine, 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. The toluene layer was concentrated under reduced pressure and the residue was purified by silica gel column chromatography using toluene/ethyl acetate as eluent to obtain 1.05 g of (+)-2-(4-(3-butyryloxy-1-butenyl)phenyl)-5-decyloxy-pyrimidine.

来源

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