3,4-dihydro-2H-pyran-2-carboxylic acid → Oxane-2-carboxylic acid

Participants

Reaction Steps

210 g. of the sodium salt of 3,4-dihydro-2H-pyran-2-carboxylic acid (5) wasdissolved in 2 liters methanol and hydrogenated at 3 atm. pressure over 60 g. Raney nickel catalyst. After hydrogen uptake was complete, the catalystwas filtered and the solvents removed in vacuo. The residue was acidified with concentrated hydrochloric acid and extracted with chloroform. Distillation gave 143.8 g. product, b.p. 75° - 80° C./0.4 Mm, n25 = 1.4623.

Provenance & Evidence