Potassium Carbonate → HCID 86644526, compound

To a solution of 1.1 g of ethyl 2-(methylhydrazono)propanoate in 20 mL of acetonitrile was added 0.68 g of potassium carbonate. The mixture was stirred under ice cooling. To the mixture was added dropwise a solution of 1.26 g of 4-chloro-2,6-diethylphenylacetyl chloride in 8 mL of acetonitrile over about 10 minutes. The mixture was further stirred at room temperature for 3 hours. Then, the reaction mixture was concentrated under reduced pressure. To the residue was added 20 mL of ice water, followed by extraction with ethyl acetate (20 mL, 10 mL×2). The extracts were combined, washed with an aqueous saturated sodium chloride solution (20 mL×2), dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to basic alumina column chromatography (ethyl acetate:hexane=1:6) to give 1.2 g of a light yellow solid. The solid was washed with cold hexane and air dried to give 0.79 g of the title compound as a white powder.

1. stirringThe mixture was further stirred at room temperature for 3 hours
2. concentrationThen, the reaction mixture was concentrated under reduced pressure
3. additionTo the residue was added 20 mL of ice water
4. extractionfollowed by extraction with ethyl acetate (20 mL, 10 mL×2)
5. washwashed with an aqueous saturated sodium chloride solution (20 mL×2)
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure

ORD record

ord-4a652d99d7974d9d90e1990d80043697

Source dataset

uspto-grants-2013_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08470738B2