n-Butyl cyanoacetate

Clear liquid

Butyl cyanoacetate is used as intermediate for numerous organic syntheses, e.g. alpha-cyanoacrylic adhesives. Product Data Sheet

tert-Butyl cyanoacetate undergoes alkylation with many substituted benzyl and heteroalyl alcohols to form the corressponding alpha-alkylated products.

To a well-stirred mixture of cyano acid (80 mmol) in alcohol (90 mmol), and acetonitrile (162 mmol) , added sulfuric acid (98%, 94 mmol, 5 mL) at room temperature and temperature maintained between 80-85°C for 16-18h. The reaction mixture was cooled and added to 20% sodium carbonate solution (100 mL). The reaction mass was extracted in CH2Cl2 (50 mL × 2). The combined organic layer was washed with water (100 mL), dried over sodium sufate, and concentrated under reduced pressure to obtain n-Butyl cyanoacetate (85-95%).

[1] Synthetic Communications, 2014, vol. 44, # 6, p. 836 - 846
[2] Patent: US2553065, 1949,
[3] Patent: US6288264, 2001, B1
[4] Applied Organometallic Chemistry, 2018, vol. 32, # 3,
[5] Patent: WO2018/114457, 2018, A1. Location in patent: Paragraph 0046; 0047