Hydrochloric Acid → Diethyl 2-benzyloxycarbonylamino-2-ethoxycarbonylsuccinate

A solution of diethyl 2-benzyloxycarbonylaminomalonate (50 g) in anhydrous DMF (300 mL) was added portionwise with sodium hydride (60%, 6.47 g) with ice cooling and stirring, then the mixture was stirred at room temperature for 30 minutes, and subsequently added with ethyl 2-bromoacetate (22.6 g), and the mixture was stirred overnight. The reaction mixture was poured into diluted hydrochloric acid, the mixture was extracted with ethyl acetate, and the extract was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography, in which elution was performed with n-hexane/ethyl acetate (5:1) for purification, and then crystallized from ethyl acetate/n-hexane to obtain the title compound (46.7 g, yield: 83%) as colorless crystals.

1. stirringthe mixture was stirred at room temperature for 30 minutes
2. stirringthe mixture was stirred overnight
3. extractionthe mixture was extracted with ethyl acetate
4. washthe extract was washed with saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. customThe solvent was evaporated under reduced pressure
7. washthe residue was subjected to silica gel column chromatography, in which elution
8. customwas performed with n-hexane/ethyl acetate (5:1) for purification
9. customcrystallized from ethyl acetate/n-hexane

ORDレコード

ord-1df646be3b4947cd9d8bb721f2ee6f82

出典データセット

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09434737B2