Ethyl nonanoate synthesis
- Product Name:Ethyl nonanoate
- CAS Number:123-29-5
- Molecular formula:C11H22O2
- Molecular Weight:186.29
Yield:123-29-5 78%
Reaction Conditions:
with tetrakis(triphenylphosphine) palladium(0);potassium carbonate;benzyl chloride at 90; for 0.5 h;Microwave irradiation;
Steps:
General procedure: A 10 mL reaction vessel was charged in air with Pd(PPh3)4 (6 mg, 1 mol %), aldehyde (0.5 mmol), K2CO3 (207 mg, 1.5 mmol), benzyl chloride (70 μL, 0.6 mmol) and EtOH (1 mL). The vessel was sealed and submitted to microwave irradiation for 30 min at 90 °C, using an initial power of 30 W. (Microwave reactions were carried out with a CEM Discover 300 W monomode microwave instrument. The closed vessels used were special glass tubes with self-sealing septa that controlled pressure with appropriate sensors on the top (outside the vial). The temperature was monitored through a non-contact infrared sensor centrally located beneath the cavity floor.) The mixture was then allowed to cool to room temperature, filtered over a pad of Celite and rinsed with EtOH (5 mL). The filtrate was concentrated in vacuo and the product was purified by flash chromatography on silica gel (CH2Cl2/hexane).
References:
Heropoulos, Georgios A.;Villalonga-Barber, Carolina [Tetrahedron Letters,2011,vol. 52,# 41,p. 5319 - 5322] Location in patent:experimental part
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