Réaction #2358494

Équation de réaction

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

Solvants

dichloromethane

dichloromethane

Conditions de réaction

Traitement

1. 1
   Lavagethe reaction mixture was washed with sat. NaHCO3
2. 2
   ExtractionThe aqueous layer was extracted once with dichloromethane
3. 3
   Séchagedried over Na2SO4
4. 4
   Autrethe solvent was evaporated
5. 5
   Autreto give the crude as a yellow solid
6. 6
   AutreThe residue was triturated in tertbutylmethylether
7. 7
   Filtrationthe solid was filtered
8. 8
   Autredried

Mode opératoire

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+).

Source