3-Heptanone → HCID 252033, compound

A mixture of 1-azabicyclo 2.2.1!heptan-3-one (8.83 g, 79 mmol) and hydroxylamine hydrochloride (5.52 g, 79 mmol) in MeOH (200 mL) was stirred at 25° C. for 18 hours. The solvent was removed under reduced pressure and the tan solid was partitioned between saturated Na2CO3 and CHCl3. The organic extracts were dried (Na2CO3), and concentrated to give the oxime, 5.48 g, 54.7%. The aqueous layer was concentrated, and re-extracted with CHCl3 to yield another 3.17 g product. Total yield, 8.65 g, 86%. The ratio is from 95% to 98% Z to E.

1. additionA mixture of 1-azabicyclo 2.2.1
2. customThe solvent was removed under reduced pressure
3. customthe tan solid was partitioned between saturated Na2CO3 and CHCl3
4. dry with materialThe organic extracts were dried (Na2CO3)
5. concentrationconcentrated

ORD record

ord-c93303fc8c2e49a689a553bfe5c8f4fa

Source dataset

uspto-grants-1996_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05514812