Ethyl 2-phenoxy-5-thiazolecarboxylate → HCID 13106154, compound

Temperature

-5 °C

54 ml of a solution of 2 moles of diethyl sodium aluminate in toluene were slowly added at -10° C. to a solution of 12 g of the product of Step A in 60 ml of toluene and the mixture was stirred at -5° C. for one hour. The mixture was cooled to -20° C. while adding thereto 80 ml of a solution of aqueous 2N hydrochloric acid and the mixture was filtered. The filtrate was decanted and the organic phase was washed with water, with an aqueous 2N sodium hydroxide solution and then with water and was evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with an 8-2 methylene chloride-ethyl acetate mixture to obtain 8.15 g of (2-phenoxy-5-thiazolyl)-methanol.

1. temperatureThe mixture was cooled to -20° C.
2. additionwhile adding
3. filtration80 ml of a solution of aqueous 2N hydrochloric acid and the mixture was filtered
4. customThe filtrate was decanted
5. washthe organic phase was washed with water, with an aqueous 2N sodium hydroxide solution
6. customwith water and was evaporated to dryness under reduced pressure
7. customThe residue was chromatographed over silica gel
8. washwas eluted with an 8-2 methylene chloride-ethyl acetate mixture

ORD record

ord-d31188edb2854db88d0bb6ad12d4b2e3

Source dataset

uspto-grants-1989_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04833163