O-Xylene → HCID 19363368, compound

Participants

Reaction Steps

2-(2-Methoxy-5-methylphenyl)octanal semicarbazide (64.7 g, 0.203 mol), potassium t-butoxide (47.8 g, 0.43 mol) and xylene (600 ml) were mixed, and this solution was refluxed under heating for 2.5 hours. This reaction mixture was poured into ice water (200 ml) to stop the reaction. The aqueous layer was extracted 3 times with toluene (120 ml). The organic layer was washed 3 times with saturated brine (100 ml) and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (chloroform) to give 2-(1,1-dimethylheptyl)-1-methoxymethylbenzene (51 g, overweight) as a mixture with xylene. The mixture was used for the next reaction.

Provenance & Evidence