Diethyl Oxalate → HCID 66770448, Verbindung

To a solution of LiHMDS (1N solution in THF, 5.48 mmol, 5.17 mL) in THF (16 mL) at −78° C. was added a solution of 46b (4.98 mmol, 1.04 g) in THF (2.5 mL) drop wise. After stirring at −78° C. for 1 h, the mixture was treated with a solution of diethyl oxalate (4.98 mmol, 0.73 g) in THF (2.5 mL). After stirring at −78° C. for 1 h, then the mixture was warmed up to room temperature and stirred overnight. The solvent was evaporated and the crude product was taken up in EtOAc, and washed with 1N HCl and brine. The organic layer was dried over Na2SO4 and concentrated to give 1.5 g of 46c.

1. stirringAfter stirring at −78° C. for 1 h
2. temperaturethe mixture was warmed up to room temperature
3. stirringstirred overnight
4. customThe solvent was evaporated
5. washwashed with 1N HCl and brine
6. dry with materialThe organic layer was dried over Na2SO4
7. concentrationconcentrated

ORD-Eintrag

ord-79c698fe246445fba2e4635cee921524

Quelldatensatz

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08697684B2