Chemical Properties
Colourless Liquid
Uses
intermediate for Sumatriptan, Rizatriptan, Almotriptan, Zolmitriptan
Uses
4-Chlorobutyraldehyde Diethyl Acetal (cas# 6139-83-9) is a compound useful in organic synthesis. It is used in preparation of Fendiline derivatives as KRAS modulators.
Synthesis
The general procedure for the synthesis of 4-chlorobutanal diethyl acetal from ethanol and the compound (CAS: 763101-16-2) is as follows: preparation of 4-chlorobutanal diethyl acetal: 13.7 g (0.092 mol) of 4-chloro-1-acetoxy-1-butene, 100 ml (1.70 mol) of 95% ethanol, and about 5 g of triethyl orthoformate were mixed (triethyl orthoformate was added to ensure that the reaction proceeds under anhydrous conditions). Subsequently, 1.40 g of Amberlyst 15 catalyst was added and stirred under reflux conditions for 5 hours. Completion of the reaction was confirmed by gas chromatography (GC) analysis. Upon completion of the reaction, it was manipulated and distilled according to conventional methods to give 10.82 g (65% yield) of the product with a boiling point of 45-50 °C (1 mmHg). Nuclear magnetic resonance (NMR) analysis confirmed that the resulting product was pure 4-chlorobutanal diethyl acetal.
References
[1] Organic Preparations and Procedures International, 2004, vol. 36, # 5, p. 487 - 490
[2] Patent: US2004/192958, 2004, A1. Location in patent: Page 3-4
