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

Temperatur

60 °C

The product of Step 2 (15 g, 46.8 mmol) was diluted with THF (10 mL). HCl (6 N, 78 mL) was added and stirred at 60° C. for 3 h. The reaction was cooled to RT and NaOH (6 N, 78 mL) was added. The reaction was diluted with EtOAc. The layers were separated and the aqueous layer back extracted with EtOAc (2×). The combined organic layers were dried (MgSO4) and evaporated. The residue was diluted with EtOAc to transfer and concentrated to ˜20 mL where hexanes (60 mL) was added drop wise. The slurry was cooled to room temperature, stirred for 1 h then filtered, washed with hexanes (2×15 mL) and dried to afford 4-(5-bromo-1,3-thiazol-2-yl)-4-hydroxycyclohexanone (11.25 g, 40.8 mmol, 87% yield).

1. temperatureThe reaction was cooled to RT
2. customThe layers were separated
3. extractionthe aqueous layer back extracted with EtOAc (2×)
4. dry with materialThe combined organic layers were dried (MgSO4)
5. customevaporated
6. additionThe residue was diluted with EtOAc
7. concentrationconcentrated to ˜20 mL where hexanes (60 mL)
8. additionwas added drop wise
9. temperatureThe slurry was cooled to room temperature
10. stirringstirred for 1 h
11. filtrationthen filtered
12. washwashed with hexanes (2×15 mL)
13. customdried

ORD-Eintrag

ord-c81a0dd2d6ba4ca69b423794bfc6a9a8

Quelldatensatz

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08759366B2