Benzaldehyde → Ethyl 2-(benzylideneamino)acetate

To a mixture of 10.6 g of ethyl phenylglycinate hydrochloride 2 (49.3 mmol), 100 mL of dichloromethane, 5 ml of benzaldehyde (49.2 mmol) and 30 g of magnesium sulfate (249.2 mmol) were added at room temperature, under a nitrogen atmosphere, 21.25 mL of triethylamine (152.46 mmol). After stirring for 17 h the heterogeneous reaction mixture was filtered through celite and the solid was washed with 100 mL of dichloromethane. The solvents were evaporated under reduced pressure and the viscous oil thus obtained was stirred with 80 mL of diethyl ether and 80 mL of water until dissolution. After decantation, the organic layer was dried over sodium sulphate and the solvent was evaporated under vacuum. The immine ester 3 (12.4 g, 94% yield) was obtained as a yellow pale oil.

1. additionwere added at room temperature, under a nitrogen atmosphere
2. filtrationwas filtered through celite
3. washthe solid was washed with 100 mL of dichloromethane
4. customThe solvents were evaporated under reduced pressure
5. customthe viscous oil thus obtained
6. dry with materialAfter decantation, the organic layer was dried over sodium sulphate
7. customthe solvent was evaporated under vacuum

ORD-Eintrag

ord-f913aea34d7d47dca9e591881e907db7

Quelldatensatz

uspto-grants-2010_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07666907B2