Continuously updated synthesis method about Benzyl cyanoacetate

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Synthetic Route of 14447-18-8, A common heterocyclic compound, 14447-18-8, name is Benzyl cyanoacetate, molecular formula is C10H9NO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2-Cyano-4,4, 8-trimethyl-non-2-enoic acid benzyl ester. To a mixture of 2,2, 6-Trimethyl-heptanal (1.05 g, 6.73 mmol), piperidine (0.19 mL, 2.01 mmol) and benzyl cyanoacetate (1.29 g, 7.4 MMOL) in toluene (50 mL) was added glacial acetic acid (0.72 g, 12.1 mmol). The flask was fitted with a Dean-Stark trap, and the mixture was heated at reflux for 18. The mixture was cooled, treated with dilute HCI, and the layers were separated. The organics were washed with a saturated sodium bicarbonate solution followed by brine, and dried (MGS04), filtered and concentrated. The residual oil was purified by silica gel chromatography (98/2 hexane/EtOAc) to give 1.3 g of 2-Cyano-4, 4, 8-TRIMETHYL-NON-2-ENOIC acid benzyl ester M/Z 314 (M+).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/30184; (2005); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts