Methanol → 3-[4-[[4-[(2Z)-2-methoxyimino-2-phenylethoxy]phenyl]methoxy]phenyl]propanoic acid

To a 25 mL RB flask fitted with magnetic stirrer was charged 2 mL of methanol and 1 mL of THF. To the stirred solvent, was added 3-{4-[4-(2-methoxyimino-2-phenyl-ethoxy)-benzyloxy]-phenyl}-propanoic acid methyl ester (0.085 g, 0.19 mmol). To the stirred solution, NaOH (0.015 g, 0.375 mmol) in water (1 mL) was added. The resulting solution was stirred at RT for 3 h. After completion of the reaction (reaction monitored by TLC), the solvent was evaporated under reduced pressure. The RM was diluted with 1 mL of water, cooled to 0° C., then acidified with 1N HCl (5 mL), and extracted with ethyl acetate (10 mL×2), organic layer was given water (5 mL) and saturated brine solution wash (5 mL), dried over anhydrous Na2SO4 and evaporated to dryness to yield colorless solid (0.050 g, yield: 63.3%); purity: 97.65%.

1. customTo a 25 mL RB flask fitted with magnetic stirrer
2. customAfter completion of the reaction (reaction monitored by TLC)
3. customthe solvent was evaporated under reduced pressure
4. additionThe RM was diluted with 1 mL of water
5. temperaturecooled to 0° C.
6. extractionextracted with ethyl acetate (10 mL×2), organic layer
7. washwash (5 mL)
8. dry with materialdried over anhydrous Na2SO4
9. customevaporated to dryness

ORD record

ord-dad364399a164acbb9b1e8fb84587b8b

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09278915B2