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-d2d9ad0ca34c4cea9c3cae32df1190c6

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08946211B2