Реакция #480879

Уравнение реакции

Ammonium chloride

Diisopropylethylamine

4-(R)-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

trioxane

→

title compound

Выход 124.2%

4-(R)-Benzyl-3-(2-(R)-hydroxymethyl-3-methylbutyryl)oxazolidin-2-one

Выход 124.2%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe mixture was stirred for two hours, during which time the solution
2. 2
   workup.STIRRINGthe mixture was stirred for 10 min
3. 3
   Другоеthe phases separated
4. 4
   Промывкаthe organic layer washed with water and saturated brine
5. 5
   Сушкаdried (Na2SO4)
6. 6
   Другоеevaporated

Методика

Titanium tetrachloride (18 ml) was added dropwise to a solution of 4-(R)-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one (41.5 g) in dichloromethane (300 ml) at 0° C. Diisopropylethylamine (28 ml) was added dropwise and the resulting purple suspension was stirred for 30 min, then a solution of trioxane (11.2 g) was added, followed by titanium tetrachloride (18 ml) and the mixture was stirred for two hours, during which time the solution changed in colour from purple to amber. Ammonium chloride (400 ml saturated aqueous solution) was added and the mixture was stirred for 10 min, then the phases separated and the organic layer washed with water and saturated brine, dried (Na2SO4) and evaporated to give the title compound as a colourless solid (45 g).

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