تفاعل #56556

معادلة التفاعل

2,2,2-trichloroethyl 2-methyl-7-amino-3-cephem-4-carboxylate hydrochloride

trimethylsilylacetamide

methylene chloride

3-oxo-4-bromobutyryl bromide

→

2,2,2-trichloroethyl 2-methyl-7-(3 -oxo-4-bromobutyramido)-3-cephem-4-carboxylate

المذيبات

water

carbon tetrachloride

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthus obtained solution was cooled to -15° C
2. 2
   درجة الحرارةunder cooling to -15° C.
3. 3
   workup.STIRRINGthe mixture was stirred for 1.5 hours at the same temperature and for 30 minutes without external cooling
4. 4
   أخرىthe organic layer was separated
5. 5
   غسيلThe organic layer was washed with 2 N hydrochloric acid (8 ml×3) and water (10 ml×2) in turn
6. 6
   تجفيفdried over magnesium sulfate
7. 7
   ترشيحfiltered
8. 8
   تركيزThe filtrate was concentrated under reduced pressure
9. 9
   ترشيحcollected by filtration
10. 10
    أخرىdried

الإجراء التجريبي

A mixture of 2,2,2-trichloroethyl 2-methyl-7-amino-3-cephem-4-carboxylate hydrochloride (0.38 g.), trimethylsilylacetamide (1.1 g.) and methylene chloride (10 ml.) was stirred for 30 minutes at room temperature, and thus obtained solution was cooled to -15° C. To the solution was added dropwise 3-oxo-4-bromobutyryl bromide (1.0 m mole) in carbon tetrachloride (13 ml.) under cooling to -15° C., and the mixture was stirred for 1.5 hours at the same temperature and for 30 minutes without external cooling. The mixture was poured into cold water, and then the organic layer was separated therefrom. The organic layer was washed with 2 N hydrochloric acid (8 ml×3) and water (10 ml×2) in turn, dried over magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure. The residue was pulverized in diisopropyl ether, collected by filtration and then dried to give pale brown powder of 2,2,2-trichloroethyl 2-methyl-7-(3 -oxo-4-bromobutyramido)-3-cephem-4-carboxylate (0.31 g), mp 78° to 83° C. (dec.).

المصدر