4-Nitrobenzyl chloride → HCID 18315897, compound

Participants

Reaction Steps

A mixture of 1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine hydrochloride (1:1), (0.05 mol), 1-(chloromethyl)-4-nitrobenzene (0.05 mol), Na2CO3 (7 g) and potassium iodide (0.1 g) in 4-methyl-2-pentanone (250 ml) was stirred and refluxed for 8 hours. The mixture was allowed to cool to room temperature. The reaction mixture was filtered and the filtrate was evaporated. The oily residue was dissolved in CH3CN/diisopropyl ether and stirred. The precipitate was filtered off and dried, yielding 8 g of 1,2,3,4-tetrahydro-2-[(4-nitrophenyl)methyl]benzofuro[3,2-c]pyridine (intern. 11). The filtrate was stirred with HCl/2-propanol. The precipitate was filtered off and dried, yielding 9 g of 1,2,3,4-tetrahydro-2-[(4-nitrophenyl)methyl]benzofuro[3,2-c]pyridine hydrochloride (.HCl) (interm. 12).

Provenance & Evidence