ethyl 3-cyanobenzoate

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ethyl 3-cyanobenzoate Basic information
Product Name:ethyl 3-cyanobenzoate
Synonyms:ethyl 3-cyanobenzoate;Benzoic acid, 3-cyano-, ethyl ester
CAS:2463-16-3
MF:C10H9NO2
MW:175.18
EINECS:
Product Categories:
Mol File:2463-16-3.mol
ethyl 3-cyanobenzoate Structure
ethyl 3-cyanobenzoate Chemical Properties
Melting point 56 °C
Boiling point 140-141 °C(Press: 10 Torr)
density 1.14±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
AppearanceOff-white to light yellow Solid
Safety Information
HS Code 2926907090
MSDS Information
ethyl 3-cyanobenzoate Usage And Synthesis
Synthesis
Ethanol

64-17-5

3-Cyanobenzaldehyde

24964-64-5

ethyl 3-cyanobenzoate

2463-16-3

General procedure for the synthesis of ethyl 3-cyanobenzoate from ethanol and 3-cyanobenzaldehyde: A mixture of chlorobrominated resin and K2CO3 in MeOH-H2O (8:2, 3 mL) was placed in a round-bottomed flask equipped with a magnetic stirrer. 3-Cyanobenzaldehyde (1 mmol, 1 eq.) was added dropwise to the reaction system and the reaction mixture was continuously stirred at room temperature. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, the reaction mixture was filtered and the filtrate was extracted with ether (Et2O). The separated ether layer was washed sequentially with water and saturated brine and subsequently dried with anhydrous sodium sulfate (Na2SO4). The dried organic phase was filtered and concentrated to give the crude product. For further purification, the residue can be purified by silica gel column chromatography (60-120 mesh) using a mixture of petroleum ether (PE) and ethyl acetate (EtOAc) (9:1) as eluent.

References[1] Synlett, 2016, vol. 27, # 9, p. 1344 - 1348
[2] Bulletin of the Korean Chemical Society, 2011, vol. 32, # 6, p. 2070 - 2072
ethyl 3-cyanobenzoate Preparation Products And Raw materials
Raw materialsEthanol-->3-Bromobenzonitrile-->potassium ethyl oxalate-->3-Cyanobenzaldehyde-->Potassium carbonate
Preparation Products3-Cyanobenzaldehyde-->3-Cyanobenzyl alcohol
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