Hydrochloric Acid → HCID 56633302, compound

Temperature

40 °C

A mixture of 8.57 g of (1R,2S,3S)-2-benzyloxymethyl-3-butyl-1-(2-tetrahydropyranyloxy)cyclopentane (prepared in Reference Example 6), 50 ml of tetrahydrofuran and 25 ml of 2N hydrochloric acid was stirred for 2.5 hrs at 40° C. The mixture was extracted with 150 ml of diethyl ether, and the extract was washed with an aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride successively, dried over anhydrous magnesium sulphate, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using a mixture of cyclohexane and ethyl acetate (3:1) as eluent to give 4.31 g of the title compound having the following physical characteristics, in a 66.4% yield.

1. extractionThe mixture was extracted with 150 ml of diethyl ether
2. washthe extract was washed with an aqueous solution of sodium bicarbonate
3. dry with materiala saturated aqueous solution of sodium chloride successively, dried over anhydrous magnesium sulphate
4. concentrationconcentrated under reduced pressure
5. customThe residue was purified by column chromatography on silica gel using
6. additiona mixture of cyclohexane and ethyl acetate (3:1) as eluent

ORD record

ord-f8bdc5232b5d48329b67b64a812068ce

Source dataset

uspto-grants-1985_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04562207