Benzene → HCID 21249991, compound

Participants

Reaction Steps

Hydrogen chloride gas that is dried for 7 hours is introduced into a suspension of 15.70 g (72.0 mmol) of 2-(3-chloro-4-methoxyphenyl)-ethanol (L. S. Fosdick i.a., J. Am. Chem. Soc. 68 (1946), 840-843), 10.23 g (72.0 mmol) of nitrobenzaldehyde and 9.18 g (72 mmol) of freshly melted zinc chloride in anhydrous benzene (200 ml). Then, the reaction mixture is diluted with ethyl acetate and washed neutral with water, dried and concentrated by evaporation. The residue is recrystallized from ethyl acetate (60 ml). 10.4 g (45%) of 6-chloro-7-methoxy-1-(4-nitrophenyl)-isochroman, melting point 150-153° C., is obtained.

Provenance & Evidence