反应详情

A solution of (R)-3-(3-fluorophenoxy)-3-phenylpropyl chloride (0.971 g, 3.96 mmol), conc. NH4OH (30 mL), and EtOH (20 mL) were shaken at 90° C. on a Parr apparatus (50-90 psig) for 18 h. The mixture was then evaporated under vacuum and the residue was dissolved in Et2O (100 mL) and washed with H2O (2×25 mL). The organic layer was dried (anh. Na2SO4), filtered, and evaporated under vacuum to provide a yellow oil. This material was then dissolved in EtOAc (50 mL) and filtered. A solution of 30 maleic acid (0.272 g, 2.6 mmol, 0.93 equiv) dissolved in hot EtOAc (5 mL) was added to precipitate the maleate salt (519 mg, 53.5%) as a white solid: TLC Rf 0.25 (1% MeOH—CHCl3); GC, tr 7.37 min; MS, m/z 245 (M+). The synthesis of Compound 187 was accomplished as follows.

1. customThe mixture was then evaporated under vacuum
2. dissolutionthe residue was dissolved in Et2O (100 mL)
3. washwashed with H2O (2×25 mL)
4. dry with materialThe organic layer was dried (anh. Na2SO4)
5. filtrationfiltered
6. customevaporated under vacuum
7. customto provide a yellow oil
8. filtrationfiltered
9. additionwas added
10. customto precipitate the maleate salt (519 mg, 53.5%) as a white solid
11. customtr 7.37 min
12. customThe synthesis of Compound 187