Reaktion #3766
ord-46ef6b3fdcb74f75b3a22e357525e9cd
Reaktionsgleichung
Reagenzien
Lösungsmittel
Reaktionsbedingungen
Aufarbeitung
- 1Sonstigerising to 41° C
- 2SonstigeA thick, white suspension resulted
- 3Temperaturheated at 45°-55° C. for 16 hours
- 4SonstigeAfter ending of the reaction
- 5Filtrationthe solid was filtered off
- 6Waschenwashed with 2×3 ml of ethyl acetate
- 7SonstigeThe combined filtrates were evaporated in vacuo
- 8Waschenthe semicrystalline residue which remained was washed
- 9SonstigeThe white solid thus obtained
- 10Filtrationwas filtered off
- 11Waschenwashed with 2×3 ml of ethanol
- 12Sonstigesucked dry
- 13Waschenwashed
- 14workup.STIRRINGby stirring with 10 ml of isopropanol
- 15FiltrationAfter filtering off
- 16Waschenwashing with 2×2 ml of isopropanol
- 17Sonstigedrying in vacuo
Vorschrift
1.27 g (0.011 mol) of N-hydroxysuccinimide were initially introduced into 10 ml of ethyl acetate, a solution of 3.22 g (0.012 mol) of diphenyl chlorophosphate in 10 ml of ethyl acetate was added and then a solution of 2.53 g (0.025 mol) of triethylamine in 10 ml of ethyl acetate was added dropwise in the course of 10 minutes, the temperature rising to 41° C. A thick, white suspension resulted, which was treated with a solution of 0.6 g (0.01 mol) of acetic acid in 10 ml of ethyl acetate and heated at 45°-55° C. for 16 hours. After ending of the reaction, the solid was filtered off and washed with 2×3 ml of ethyl acetate. The combined filtrates were evaporated in vacuo and the semicrystalline residue which remained was washed by stirring with 20 ml of ethanol for 30 minutes. The white solid thus obtained was filtered off, washed with 2×3 ml of ethanol, sucked dry and then washed by stirring with 10 ml of isopropanol. After filtering off, washing with 2×2 ml of isopropanol and drying in vacuo, 1.1 g (70%) of white acetic acid succinimidyl ester were obtained.