Reaktion #570289

Reaktionsgleichung

trichloroacetyl isocyanate

trichloroacetyl isocyanate

2-diphenylmethoxycarbonyl-3-oxothiomorpholine

bistrimethylsilyltrifluoroacetamide

→

2-diphenylmethoxycarbonyl-4-carbamoyl-3-oxothiomorpholine

Ausbeute 89.6%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe mixture is concentrated
2. 2
   WaschenFractions eluted with dichloromethane
3. 3
   workup.ADDITIONa mixture of dichloromethane and ethyl acetate (9:1)
4. 4
   Einengenconcentrated

Vorschrift

To a mixture of 2-diphenylmethoxycarbonyl-3-oxothiomorpholine (327 mg, 1 mM), dichloromethane (8 ml), and bistrimethylsilyltrifluoroacetamide (0.53 ml). After 30 minutes' stirring from addition of trichloroacetyl isocyanate (0.18 ml), another trichloroacetyl isocyanate (0.06 ml) is added. After another 30 minutes' stirring, the mixture is concentrated and subjected to silica gel chromatography. Fractions eluted with dichloromethane and a mixture of dichloromethane and ethyl acetate (9:1) are combined and concentrated to give 2-diphenylmethoxycarbonyl-4-carbamoyl-3-oxothiomorpholine (332 mg). Yield 89.6%.

Quelle