Dichloromethane → HCID 24766581, compound

Participants

Reaction Steps

1-O-(4,4′-dimethoxytrityl)-2-hydroxymethyl-2-methyl-1,3-propanediol 16 (620 mg, 1.47 mmol) was dissolved in anhydrous THF (6 mL) and sodium hydride (60% in oil, 590 mg, 14.7 mmol) was added. After 10 min stirring, propargyl bromide (80% in toluene, 650 mL, 5.9 mmol) was added and the mixture was stirred at RT for 1 h. Then CH2Cl2 was added (100 mL) and 2 mL of water. Organic layer was washed with water (2×100 mL) and dried over Na2SO4. After evaporation the residue was purified by flash chromatography using an increasing amount of ethyl acetate (10% to 50%) in cyclohexane containing 1% of triethylamine.

Provenance & Evidence