Hydrochloric Acid → HCID 16731804, compound

Temperature

5 °C

To the resulting solution of 3-(4-hydroxycyclohexyl)propanoic acid was added RuCl3 (42 g) and acetic acid (5.6 Kg). After cooling to 5° C., aqueous NaOCl (10-13%, 26 Kg) was added slowly with stirring, maintaining the temperature at 5° C. After stirring a further 3 hours at 5° C., 3N HCl (20 L) and IPAc (15 L) were added, the layers were separated and the aqueous layer extracted with IPAc (2×20 L). The combined organics were washed with 2M aqueous NaHSO3 (10 L), dried (MgSO4), treated with charcoal and filtered. The resulting solution was concentrated, and the solvent switched to heptane:IPAc 2:1 (20 L). This solution was seeded and the solvent switched to 9:1 heptane:IPAc, giving the product as a white solid which was collected, washed with heptane and dried under nitrogen.

1. temperaturemaintaining the temperature at 5° C
2. stirringAfter stirring a further 3 hours at 5° C.
3. customthe layers were separated
4. extractionthe aqueous layer extracted with IPAc (2×20 L)
5. washThe combined organics were washed with 2M aqueous NaHSO3 (10 L)
6. dry with materialdried (MgSO4)
7. additiontreated with charcoal
8. filtrationfiltered
9. concentrationThe resulting solution was concentrated

ORD record

ord-e59bb069456e4c839d8aabfa33122c7a

Source dataset

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07411088B2