Hydrochloric Acid → HCID 19926462, compound

Participants

Reaction Steps

To a solution of 4-chloro-3-(3-methoxy-1-propoxy)-2-methylpyridine (120 mg, 0.56 mmol) in 2 ml of CDCl3 was added trimethylsilyl iodide (0.16 ml, 1.3 mmol), this was done in a NMR tube. The reaction was complete after four days as indicated by the absence of a signal for the OCH3 protons at 3.3 ppm in the NMR spectrum. The solution was poured over 10 ml of 1M HCl whereupon the mixture was stirred for 5 minutes with 10 ml of methylene chloride. The aqueous layer was separated, treated with K2CO3 until pH=10 and extracted with methylene chloride. The organic phase was dried over Na2SO4 and evaporated. This afforded 0.049 g (43%) of the desired product as a yellow oily film.

Provenance & Evidence