Triethylamine → HCID 18791912, compound

Participants

Reaction Steps

5-(Hydroxymethyl)-uracil hydrate 1 (10.00 gm, 0.070 moles) is co-evaporated three times with 50 ml dry pyridine and dissolved in 200 ml dry pyridine at room temperature. Triethylamine (9.8 ml, 0.070 moles) and 4,4'-dimethoxytrityl chloride (23.7 gm, 0.070 moles) are added and the mixture is stirred for 6 hours under a nitrogen atmosphere. Most of the pyridine is removed under reduced pressure and the residue is partitioned between ethyl acetate and saturated sodium bicarbonate. The organic phase is washed twice with saturated sodium chloride, dried over magnesium sulfate, filtered, and evaporated under reduced pressure. The oily residue is triturated with ethyl acetate and hexane to give 5-(4,4'-dimethoxytrityloxymethyl)-uracil 2 as an off-white solid.

Provenance & Evidence