反应 #155341

ord-138b078f033646aea59fab8bee5942ab

反应方程式

O.[Li+].[OH-]
Lithium hydroxide mono-hydrate
O
water
CCCOc1ccc(F)c2c(=O)c(-c3ccc(OC)cc3)cn(CCSCCC(=O)OC)c12
methyl 3-{2-[5-fluoro-3-(4-methoxyphenyl)-4-oxo-8-propoxy-4H-quinolin-1-yl]ethylsulfanyl}propionate
CCCOc1ccc(F)c2c(=O)c(-c3ccc(OC)cc3)cn(CCSCCC(=O)O)c12
3-{2-[5-fluoro-3-(4-methoxyphenyl)-4-oxo-8-propoxy-4H-quinolin-1-yl]ethylsulfanyl}propionic acid
收率 82.3%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    洗涤The reaction mixture was washed with ethyl acetate
  2. 2
    workup.ADDITION2N hydrochloric acid was added to the water layer
  3. 3
    其他The generated insoluble matter was separated
  4. 4
    洗涤washed with water
  5. 5
    其他dried

实验过程

Lithium hydroxide mono-hydrate (31 mg, 0.74 mmol) and water (5 ml) were added to an acetonitrile solution (10 ml) of methyl 3-{2-[5-fluoro-3-(4-methoxyphenyl)-4-oxo-8-propoxy-4H-quinolin-1-yl]ethylsulfanyl}propionate (175 mg, 0.37 mmol), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was washed with ethyl acetate, and then 2N hydrochloric acid was added to the water layer to make the mixture acidic. The generated insoluble matter was separated, washed with water and then dried, giving a white powder of 3-{2-[5-fluoro-3-(4-methoxyphenyl)-4-oxo-8-propoxy-4H-quinolin-1-yl]ethylsulfanyl}propionic acid (140 mg, yield: 82%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE045108E1uspto-grants-2014_09