p-Toluenesulfonic acid → HCID 54001313, compound

Participants

Reaction Steps

A solution of the alcohol of Step 2 (390 g, 8.29 mmol), 3,4-dihydro-2H-pyran (7.4 mL, 81 mmol) and pyridinum p-toluenesulfonate (684 mg, 2.7 mmol) in 44 mL of CH2Cl2 was heated at reflux for 23 hours. The reaction mixture was allowed to cool to r.t. and 10% aq. NaHCO3 was added. The title product was extracted with CH2Cl2, dried over Na2SO4 and purified by flash chromatography on silica using EtOAc:toluene 5:95. Yield: 4.22 g, 92%.

Provenance & Evidence