Benzene → 2H-Chromen-2-ol

Participants

Reaction Steps

The above oil is very oxidatively unstable and was immediately dissolved in about 200 ml of benzene containing p-toluenesulfonic acid monohydrate (500 mg, 2.63 mmole). The benzene solution was heated for about 2 hours under reflux with water removal facilitated by a Dean-Stark apparatus. The cooled benzene mixture was washed with aqueous NaHCO3, dried (brine, MgSO4) and stripped in vacuo to give crude [12a] isolated as a dark gum (4.86 g).

Provenance & Evidence