ethyl 3-(benzyloxy)-1-cyanocyclobutane-1-carboxylate synthesis
- Product Name:ethyl 3-(benzyloxy)-1-cyanocyclobutane-1-carboxylate
- CAS Number:1181816-13-6
- Molecular formula:C15H17NO3
- Molecular Weight:259.3
Yield:1181816-13-6 81%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 90; for 4 h;
Steps:
6.2 Second Step
3-(benzyloxy)-1-cyanocyclobutane carboxylic acid ethyl ester
The ethyl cyanoacetate (2.76g, 24.3mmol) at room temperature was slowly added to a solution of (((1,3-dibromo-2-yl) oxy) methyl) benzene (7.00g, 18.2mmol) and potassium carbonate (10.0g, 72.7mmol) in N, N- dimethylformamide (35mL) in. The reaction was stirred for 4 hours at 90°C. Cooling to room temperature, filtered and the solid with ethyl acetate (20 mL) and washed. The organic phase was washed with saturated aqueous ammonium chloride obtained (20mLx3) washed.The organic phase was dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure to afford the product purified by silica gel column chromatographyChromatography (30: 1 petroleum ether / ethyl acetate, Rf = 0.4) to give the product 3-(benzyloxy)-1-cyanocyclobutane carboxylic acid ethyl ester (3.80g, colorless oil). Yield: 81%.
References:
CN105566324,2016,A Location in patent:Paragraph 0142; 0146; 0147; 0148
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