تفاعل #56680

معادلة التفاعل

Isopropyl ether

pyridine

phosphorus pentachloride

Benzhydryl 7β-phenylacetylamino-3-[4-(4-pyridyl)-2-thiazolylthio]-3-cephem-4-carboxylate

→

benzhydryl 7β-amino-3-[4-(4-pyridyl)-2-thiazolylthio]-3-cephem-4-carboxylate

المذيبات

Isobutanol

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   درجة الحرارةcooling for 1 hr
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for 1 hr
4. 4
   workup.STIRRINGthe mixture was stirred for 10 min
5. 5
   أخرىThe solvent was removed by decantation
6. 6
   workup.ADDITIONsaturated aqueous sodium hydrogencarbonate solution (200 mL) was added dropwise
7. 7
   workup.STIRRINGafter which the mixture was stirred for 15 min
8. 8
   تجفيفdried over magnesium sulfate
9. 9
   ترشيحfiltrated
10. 10
    أخرىThe solvent was evaporated off under reduced pressure
11. 11
    workup.ADDITIONIsopropyl ether (60 mL) was added to the residue
12. 12
    ترشيحthe precipitated powder was collected by filtration
13. 13
    غسيلwashed with isopropyl ether (20 mL)
14. 14
    أخرىdried under reduced pressure

الإجراء التجريبي

Benzhydryl 7β-phenylacetylamino-3-[4-(4-pyridyl)-2-thiazolylthio]-3-cephem-4-carboxylate (4.15 g, 6.0 mmol) was dissolved in dichloromethane (60 mL) and pyridine (0.726 mL, 9.0 mmol) and phosphorus pentachloride (1.87 g, 9.0 mmol) were successively added under ice-cooling. The mixture was stirred under ice-cooling for 1 hr. Isobutanol (8.0 mL) was added at once to the reaction mixture, and the mixture was stirred at room temperature for 1 hr. Isopropyl ether (300 mL) was added dropwise and the mixture was stirred for 10 min. The solvent was removed by decantation. The residual oil was suspended in ethyl acetate (600 mL) and saturated aqueous sodium hydrogencarbonate solution (200 mL) was added dropwise, after which the mixture was stirred for 15 min. The organic layer was separately taken, dried over magnesium sulfate and filtrated. The solvent was evaporated off under reduced pressure. Isopropyl ether (60 mL) was added to the residue, and the precipitated powder was collected by filtration, washed with isopropyl ether (20 mL) and dried under reduced pressure. yield: 3.18 g (95%)

المصدر