Electric Literature of 6621-59-6, These common heterocyclic compound, 6621-59-6, name is 6-Bromohexanenitrile, 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.
General procedure: A round bottom flask is charged with propargyl derivative of 2-hydroxy benzaldehyde (320 mg, 2 mmol), 4-acetylcoumarin (376.36 mg, 2 mmol), acetyl chloride (2 mL), 2-bromoacetonitrile (1 mL) and BF3.OEt2 (.5ml) and kept under stirring for 3h at room temperature. The progress of the reaction was monitored by TLC analysis at regular intervals. After 3h, the mixture was quenched with cold water. The solid residue separated was collected and purified by passing it through a silica gel column. Elution of the column with petroleum ether (60-80 C) / ethyl acetate (9: 1 v/v) afforded coumarin amidoalkyne 1a.
The synthetic route of 6621-59-6 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Raj, P. Jithin; Bahulayan; Tetrahedron Letters; vol. 58; 22; (2017); p. 2122 – 2126;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts