反応 #155341

ord-138b078f033646aea59fab8bee5942ab

反応方程式

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
収率 82.3%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

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

実験手順

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%).

出典

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