156002-64-1

138302-49-5

156002-64-1

GENERAL PROCEDURE: Methyl 2-(dihydro-2H-pyran-4(3H)-ylidene)acetate (7.06 mmol) was dissolved in methanol (7 mL, 1.0 M) and the solution was cooled to 0 °C. Subsequently, 10% Pd/C catalyst (2.12 mmol) was added and methanol (55 mL) was made up. Ammonium formate (35.3 mmol) was added in batches and then the reaction mixture was heated to 90 °C. After 90 minutes of reaction, the mixture was cooled to room temperature and filtered through diatomaceous earth. The filtrate was concentrated under vacuum to afford methyl 2-(tetrahydro-2H-pyran-4-yl)acetate, which was used in subsequent steps without further purification.