3,4-dihydro-2H-pyran → HCID 54004954, compound

Participants

Reaction Steps

9.6 Milliliters of 3,4-dihydro-2H-pyran and 0.29 g of p-TsOH.H2O were added to 50 ml of a solution of 4.35 g of α-hydroxyimino-isocaproic acid dissolved in dry CH2Cl2. The mixture was stirred for 100 minutes at room temperature. The reaction mixture was added to an aqueous solution saturated with NaHCO3 with ice cooling, and subjected to phase separation. An aqueous solution saturated with NaHCO3 was covered with ethyl acetate, then concentrated hydrochloric acid was added thereto, with stirring under ice cooling, to make the reaction mixture weakly acidic. The ethyl acetate layer was separated, washed with an aqueous selection saturated with NaCl, and dried over magnesium sulfate to obtain 6.00 g (87%) of the title compound as a colorless oily substance.

Provenance & Evidence