Hydrochloric Acid → 4-(5-Bromothiazol-2-yl)-4-hydroxycyclohexanone

The product of Step 1 (3.0 g, 9.4 mmol) was dissolved in 30 mL of 1:1 THF:HCl (3N) and heated at 50° C. for 8 hours and the solution neutralized with solid KHCO3 and then EtOAc (100 mL) and water (20 mL) were added. The aqueous layer was then extracted with EtOAc (50 mL) and the combined organic layers were washed with brine (50 mL), evaporated to a slurry which was treated with hexanes (20 mL). Filtration and drying afforded 4-(5-bromo-1,3-thiazol-2-yl)-4-hydroxycyclohexanone as a white solid (2.1 g, 7.7 mmol).

1. extractionThe aqueous layer was then extracted with EtOAc (50 mL)
2. washthe combined organic layers were washed with brine (50 mL)
3. customevaporated to a slurry which
4. additionwas treated with hexanes (20 mL)
5. filtrationFiltration
6. customdrying

ORD-Eintrag

ord-78a352d8d84c42c68f2ff3aae01a756a

Quelldatensatz

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08551984B2