Formic Acid → HCID 76576692, compound

A 80% formic acid solution (30 mL) was added to 7,7-diethoxy-5-methoxyhept-1-ene obtained in Preparation Example 57-(2) (2.98 g), and the mixture was stirred at room temperature for 10 minutes. After further adding a 75% ethanol solution (64 mL), sodium acetate (3.75 g) and hydroxylamine hydrochloride (1.92 g) were added, followed by further stirring for one hour and 20 minutes. The solvent was concentrated to about 40 mL under reduced pressure, followed by extraction with ethyl acetate. The resulting organic layer was sequentially washed with a saturated sodium bicarbonate solution (three times), water and brine. The resulting organic layer was dried over anhydrous magnesium sulfate. The drying agent was removed by filtration and then the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound (1.95 g).

1. additionwere added
2. stirringby further stirring for one hour and 20 minutes
3. concentrationThe solvent was concentrated to about 40 mL under reduced pressure
4. extractionfollowed by extraction with ethyl acetate
5. washThe resulting organic layer was sequentially washed with a saturated sodium bicarbonate solution (three times), water and brine
6. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
7. customThe drying agent was removed by filtration
8. concentrationthe filtrate was concentrated under reduced pressure
9. customThe resulting residue was purified by silica gel column chromatography

ORD record

ord-d15583d54e514299a76a021f41c74c2f

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08158620B2