Water → HCID 21276493, compound

A solution of 0.16 g (0.84 mmol) of compound from Step C, 3.2 ml THF, 3.2 ml H2O, and 4.8 ml acetic acid was heated at 70° C. for 48 hours. The cooled mixture was concentrated and the residue was dissolved in ethyl acetate, (50 ml) washed with saturated sodium bicarbonate solution (10 ml) and brine, dried, filtered, and concentrated to give 0.14 g of an oil. The oil was flash chromatographed on silica gel eluting with hexane:ether (3:1) to give 0.090 g (75%) product as an oil; NMR (deuteriochloroform): δ 3.7 (m, 2H), 3.5 (m, 1H), 3.37 (S, 3H), 2.05 (m, 1H), 1.95 (m, 1H), 2.65 (t, 2H).

1. concentrationThe cooled mixture was concentrated
2. dissolutionthe residue was dissolved in ethyl acetate, (50 ml)
3. washwashed with saturated sodium bicarbonate solution (10 ml) and brine
4. customdried
5. filtrationfiltered
6. concentrationconcentrated

ORD record

ord-8f4d92459cfc4c49929c018f8a12a466

Source dataset

uspto-grants-1989_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04803286