Hydrochloric Acid → Oxane-4-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

Methyl tetrahydro-2-H-pyran-4-carboxylate (400 μL, 3.00 mmol) was dissolved in a 5:1 mixture of 10M NaOH and MeOH (4.0 ml: 0.8 ml). The mixture was heated to 60° C. for 3 hours. After the reaction was complete, all volatiles were removed under high vacuum to leave a residual solid. The residue was dissolved in H2O and subsequently acidified to pH˜1 using aqueous HCl. The acidic aqueous phase was extracted with DCM and dried over Na2SO4. The solvent was removed to give tetrahydro-pyran-4-carboxylic acid (339 mg, 87%), which was used in the next step without further purification.

Provenance & Evidence