3,4-dihydro-2H-pyran → HCID 86751746, compound

Participants

Reaction Conditions

Reaction Steps

Compound 36 from above was dissolved in CH2Cl2 (30 mL) and the mixture was cooled to 0° C. 3,4-dihydro-2H-pyran was added (0.42 g, 5.0 mmol), followed by P-toluenesulfonic acid monohydrate (50 mg, 0.2 mmol). The solution was stirred at room temperature for 2 h, poured into saturated aqueous NaHCO3, and extracted with CH2Cl2. The solution was dried over MgSO4, filtered, and concentrated, and the residue was chromatographed on silica gel to afford 0.4 g (36%) of 37 as a viscous oil. 1H NMR (CDCl3) δ 7.2 (m, 4 H), 5.0 (m, 1 H), 4.7 (m, 2 H).

Provenance & Evidence