Hydrochloric Acid → HCID 70228233, compound

(R)-1-[3-[[2,2-bis(4-Fluorophenyl)ethenyl]oxy]propyl]-3-piperidine carboxylic acid ethyl ester tartrate (3.8 g, 0.0065 mol) (prepared as described in Method D) was dissolved in ethanol (25 ml) and 12 N sodium hydroxide solution (2.2 ml) was introduced at 5° After stirring the solution at room temperature for 4.8 h, the pH of the reaction mixture was adjusted to ca. 7 with 4 N hydrochloric acid solution, and the mixture was evaporated to a residue in vacuo. Water (25 ml) was added, and the mixture was extracted with dichloromethane (3 × 50 ml). The combined extacts were dried (MgSO4) and evaporated to a foam, which was dissolved in toluene (1.5 ml) and warmed to 40° Methanol (0.27 ml) was introduced followed by chlorotrimethylsilane (0.83 ml). The product precipitated slowly, and after the suspension had been allowed to stand for 18 h at room temperature it was collected by filtration. The title compound (2.9 g, quant.) was obtained as white crystals, m.p. 177°-180° (after drying in vacuo). HPLC retention time 12.55 (gradient elution, water/35-50% acetonitrile, aqueous phase containing 0.1 M ammonium sulphate solution).

1. customthe mixture was evaporated to a residue in vacuo
2. additionWater (25 ml) was added
3. extractionthe mixture was extracted with dichloromethane (3 × 50 ml)
4. dry with materialThe combined extacts were dried (MgSO4)
5. customevaporated to a foam, which
6. dissolutionwas dissolved in toluene (1.5 ml)
7. temperaturewarmed to 40° Methanol (0.27 ml)
8. additionwas introduced
9. customThe product precipitated slowly
10. waitto stand for 18 h at room temperature
11. filtrationit was collected by filtration

ORD record

ord-be09feed98954f42bc0be79adb1ede21

Source dataset

uspto-grants-1993_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05214057