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19515-61-8

diethyl (3-oxopropyl)malonate synthesis

7synthesis methods
-

Yield:-

Reaction Conditions:

with tributyl-amine in ethanol

Steps:

3.a (a)
(a) Preparation of γ,γ-dicarbethoxybutyraldehyde First, 100 ml acrolein was added to a solution of 180g diethyl bromomalonate, 14g tributylamine, and 600 ml ethanol while cooling in an ice bath. After 2-3 hours, an additional 1.5g tributylamine and 20 ml acrolein was added. The stirring was continued for an additional 1 to 2 hours without additional cooling. The reaction mixture was neutralized with 7 ml glacial acetic acid and the ethanol and unreacted acrolein were removed on a rotary evaporator. The residue was diluted with 500 ml benzene and washed with 3 * 100 ml H2 O and 2 * 100 ml saturated NaCL solution. The benzene solution was dried over CaSO4 and rotary evaporated to yield 207g of yellow oil which was indicated to be 48% product by glc.

References:

Monsanto Company US4120874, 1978, A