Hydrochloric Acid → 5-(Chloromethyl)-2,3-dihydro-1h-indene

Participants

Reaction Conditions

Reaction Steps

A mixture of indan (50.0 g, 0.423 mol), paraformaldehyde (23.3 g), concentrated HCl (74 mL), 85% H3PO4 (33 mL), and acetic acid (54 mL) was heated at 95° C. for 6 hours. The mixture was cooled and diluted with ether (200 mL). The organic phase was separated and washed with H2O (2×200 mL), saturated aqueous NaHCO3 (200 mL), H2O (200 mL), dried (MgSO4), and concentrated. The crude product was distilled under high vacuum (0.8 mm) to give 35.2 g (50%) as a colorless oil, b.p. 89° C.

Provenance & Evidence