Water → HCID 18656928, compound

In 20 ml of tetrahydrofuran was dissolved 8.0 g (21 mmol) of the acetal compound as obtained by the aforementioned reaction. To the resultant solution was added 10 ml of a solution of tetra-n-butylammonium fluoride in tetrahydrofuran in 1.0 mol/liter concentration to proceed with reaction at 0° C. for one hour and at room temperature for further 40 hours. The reaction was stopped by the addition of distilled water, and the reaction product was extracted with diethyl ether. Then the extract was washed with brine and dried with magnesium sulfate anhydride. After the diethyl ether was vacuum distilled away, the resultant reaction product was purified by separation by means of silica-gel column chromatography to give the objective compounds comprising 3.0 g (11 mmol) of (2R, 5S, 6S)-tetrahydro-6-trifluoromethyl-2-hexyloxy-5-hydroxypyran and 2.3 g (8 mmol) of (2S, 5S, 6S)-tetrahydro-6-trifulromethyl-2-hexyloxy-5-hydroxypyran.

1. customas obtained by the aforementioned reaction
2. concentrationin 1.0 mol/liter concentration
3. customto proceed with reaction at 0° C. for one hour and at room temperature for further 40 hours
4. extractionthe reaction product was extracted with diethyl ether
5. washThen the extract was washed with brine
6. dry with materialdried with magnesium sulfate anhydride
7. distillationdistilled away
8. customthe resultant reaction product
9. customwas purified by separation by means of silica-gel column chromatography

ORD record

ord-b188d2394d2c4bab880d08b35d29fcd2

Source dataset

uspto-grants-1994_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05296616