Methanol → HCID 54549146, compound

A solution of (R)-2-(3,5-dichlorophenyl)-2-hydroxyethanoic acid (19.10 g) in methanol (200 mL) containing concentrated sulfuric acid (1 mL) was stirred at reflux under nitrogen for 16.5 h. The solution was then concentrated under vacuum, and the resulting oil was dissolved in ethyl acetate (200 mL). This solution was washed with saturated aqueous sodium bicarbonate solution, followed by saturated aqueous sodium chloride solution (10 mL). After drying (magnesium sulfate), the ethyl acetate was removed, and the yellow oil was recrystallized from hexane (70 mL) to afford the title compound as a colorless crystalline solid (10.68 g). The mother liquor afforded additional product (3.61 g) upon concentration.

1. temperatureat reflux under nitrogen for 16.5 h
2. concentrationThe solution was then concentrated under vacuum
3. dissolutionthe resulting oil was dissolved in ethyl acetate (200 mL)
4. washThis solution was washed with saturated aqueous sodium bicarbonate solution
5. dry with materialAfter drying (magnesium sulfate)
6. customthe ethyl acetate was removed
7. customthe yellow oil was recrystallized from hexane (70 mL)

ORD record

ord-e54ee7a6aa67427c80d0f2a35f9e6581

Source dataset

uspto-grants-2001_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06251925B1