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ChemicalBook CAS DataBase List 2-hydroxyethylacetoacetate
5459-04-1

2-hydroxyethylacetoacetate synthesis

4synthesis methods
-

Yield:5459-04-1 84 %Spectr. ,33736-01-5 14 %Spectr.

Reaction Conditions:

with 1,4-diaza-bicyclo[2.2.2]octane at 40 - 42; for 7 h;

Steps:

1 Examples 1 to 6 - Procedure for liquid polyols:

Ethylene glycol (285.5 g, 4.600 mol) was charged into a 1.0 L reactor followed by the addition of DABCO (0.532 g, 4.600 mmol, 0.001 eq). The mixture was heated to 40 °C until DABCO was completely dissolved. Then diketene (765.7 g, 9.108 mol, 2 eq) was added over a time period of 7 h while the reaction temperature was maintained between 40 and 42 °C. After completed dosage of diketene, the mixture was stirred for 30 min at 40 °C, then 1038 g of a yellowish viscous product mixture was uncharged. - and 13C-NMR confirmed the formation of bis acetoacetoxylated ethylene glycol as the main product. (0070) ^quantitative) NMR showed (0071) 84 % yield bis acetoacetoxylated ethylene glycol (0072) 14 % yield mono acetoacetoxylated ethylene glycol (0073) 69 wt% acetoacetoxy group content, corresponding to (0074) 94 % conversion based on diketene

References:

WO2020/201534,2020,A1 Location in patent:Page/Page column 5; 6