Methanol → HCID 22602995, compound

Participants

Reaction Conditions

Reaction Steps

In a 500-mL round-bottom flask, a mixture of 5-(4-hydroxy-2,6-dimethylbenzyl)-2-furoic acid (200) and 5-(2-hydroxy-4,6-dimethylbenzyl)-2-furoic acid (201) (4.28 g, 17.38 mmol) and toluene (40 mL) were placed. To this solution p-toluenesulfonic acid monohydrate (3.31 g, 17.38 mmol) and methanol (10 mL, 246.87 mmol) were added. The reaction mixture was heated to 100° C. overnight. The reaction mixture was poured into water and extracted with ethyl acetate. The separated organic layer was washed with brine, dried over MgSO4, and concentrated to yield methyl 5-(4-methoxy-2,6-dimethylbenzyl)-2-furoate (202) and methyl 5-(2-methoxy-4,6-dimethylbenzyl)-2-furoate (203) (4.52 g, 100% yield).

Provenance & Evidence