Реакция #2358494

Уравнение реакции

Tert-butyl (3E)-3-[(4-methyl-5-oxo-2H-furan-2-yl)oxymethylene]-2-oxo-azepane-1-carboxylate

hydrogen chloride

→

(3E)-3-[(4-methyl-5-oxo-2H-furan-2-yl)oxymethylene]azepan-2-one

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Промывкаthe reaction mixture was washed with sat. NaHCO3
2. 2
   ЭкстракцияThe aqueous layer was extracted once with dichloromethane
3. 3
   Сушкаdried over Na2SO4
4. 4
   Другоеthe solvent was evaporated
5. 5
   Другоеto give the crude as a yellow solid
6. 6
   ДругоеThe residue was triturated in tertbutylmethylether
7. 7
   Фильтрацияthe solid was filtered
8. 8
   Другоеdried

Методика

Tert-butyl (3E)-3-[(4-methyl-5-oxo-2H-furan-2-yl)oxymethylene]-2-oxo-azepane-1-carboxylate I-13b (0.55 g) was solved in dichloromethane (20 mL) and hydrogen chloride (2.0378 mL, 4M in dioxane) was added dropwise. After 30 min., dichloromethane was added and the reaction mixture was washed with sat. NaHCO3. The aqueous layer was extracted once with dichloromethane, the organic layers were combined, dried over Na2SO4 and the solvent was evaporated to give the crude as a yellow solid. The residue was triturated in tertbutylmethylether and the solid was filtered and dried to give (3E)-3-[(4-methyl-5-oxo-2H-furan-2-yl)oxymethylene]azepan-2-one Ia-13 (0.245 g, 63%) as a white solid. LCMS (Method D): 0.67 min; ES+238 (M+H+).

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