Ethyl 3-(N,N-dimethylamino)acrylate synthesis
- Product Name:Ethyl 3-(N,N-dimethylamino)acrylate
- CAS Number:1117-37-9
- Molecular formula:C7H13NO2
- Molecular Weight:143.18
Yield:1117-37-9 27%
Reaction Conditions:
with potassium carbonate;triethylamine at 60; for 3 h;stereoselective reaction;
Steps:
Ester 2b from Vilsmeier reagent 5:
A mixture of anhydrous K2CO3 (2 mg), triethylamine (1 mL), ketene diethyl acetal, (1b, 0.5 mL) and Vilsmeier reagent 5 (179 mg; large chunks were broken up) was heated and stirred at 60 °C. After 1 h, more 1b (0.5 mL) was added. After 2 h more , the mixture was cooled and extracted with hexanes (3 × 10 mL). Evaporation of the hexanes gave ester 2b (55 mg, 27%).
References:
Robertson, Jeffrey M.;Jones, Ian W.;Kayne, Kevin M.;Contreras, Cristina G.;Witter, Daniel J.;Bates, Robert B.;Hall Jr. [Tetrahedron Letters,2011,vol. 52,# 46,p. 6080 - 6081] Location in patent:experimental part
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