Hydrochloric Acid → Trityl ether

First, to a flask charged with THI (21.20 mmol, 4.88 g) is added water (25 ml) and 1N aqueous HCl (21.2 ml, 21.2 mmol). After all solids dissolved, a solution of trityl hydroxylamine (25.44 mmol, 7.00 g) in dioxane (55 ml) was added and the reaction was maintained at 50° C. for 4 h. At completion, the reaction was cooled room temperature and the solution was adjusted to pH=7 by addition of 1N aqueous NaOH. The neutralized solution was then concentrated to a plastic mass, which was purified by flash chromatography on silica gel [10% MeOH/1% NH4OH (5% wt. solution in water) in DCM] to provide the trityl-ether as clear plastic. Treatment of the plastic mass with hexane and concentration provided a white foam, which could be dried under vacuum to a flakey solid (10.00 g, 97% yield).

1. additionFirst, to a flask charged with THI (21.20 mmol, 4.88 g)
2. dissolutionAfter all solids dissolved
3. temperatureAt completion, the reaction was cooled room temperature
4. concentrationThe neutralized solution was then concentrated to a plastic mass, which
5. customwas purified by flash chromatography on silica gel [10% MeOH/1% NH4OH (5% wt. solution in water) in DCM]

ORD-Eintrag

ord-d6dd9b8956ac45edba7a9b75dd73de93

Quelldatensatz

uspto-grants-2010_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07649098B2