Tetrahydrofurfuryl benzoate synthesis
- Product Name:Tetrahydrofurfuryl benzoate
- CAS Number:2217-32-5
- Molecular formula:C12H14O3
- Molecular Weight:206.24
Yield:2217-32-5 97%
Reaction Conditions:
with iron in 1,2-dichloro-ethane at 84; for 3 h;Schlenk technique;Inert atmosphere;regioselective reaction;
Steps:
General Procedure for the Synthesis of esters/chloroesters 3.
General procedure: To a stirring mixture of acyclic/cyclic ether (1, 1.1 mmol) and acid chloride (2, 1.0 mmol) indichloroethane (10 mL) was added iron powder (0.31 g, 0.2 mmol) and stirred at 45-84 oCdepending on the reactants used. The reaction was monitored by TLC (5% EtOAc:hexane) andwas complete in 3-8 h, after which the contents were filtered to separate iron. Volatiles in thefiltrate were removed under reduced pressure in rotary evaporator and the crude was directly subjected to silica gel chromatography using 5% EtOAc in hexane to give the correspondingesters/chloro-esters (3) in good to excellent yields.
References:
Bodduri, V.D. Vijaykumar;Choi, Kyung-Min;Vaidya, Raghavender Rao;Patil, Kalpesh;Chirumarry, Sridhar;Jang, Kiwan;Yoon, Yong-Jin;Falck, John R.;Shin, Dong-Soo [Tetrahedron Letters,2015,vol. 56,# 51,p. 7089 - 7093] Location in patent:supporting information
![Furan, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]tetrahydro-](/CAS/20210305/GIF/126680-80-6.gif)
![Furan, tetrahydro-2-[(phenylmethoxy)methyl]-](/CAS/20210305/GIF/59137-51-8.gif)
59137-51-8
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