반응 #1746971

반응 방정식

hydrochloric acid

7-[2-methoxyimino-2-(2-formamidothiazol-4-yl)acetamido]-3-(1-hexyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid

→

7-[2-methoxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-(1-hexyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid

수율 80.7%

용매

methanol

반응 조건

후처리

1. 1
   온도cooling
2. 2
   기타The solvent was removed from the reaction mixture and ethyl acetate (50 g.)
3. 3
   workup.ADDITIONwas added
4. 4
   workup.STIRRINGunder stirring with a saturated aqueous solution of sodium bicarbonate
5. 5
   기타The aqueous layer was separated
6. 6
   세척washed with ethyl acetate
7. 7
   기타Precipitates
8. 8
   여과were collected by filtration
9. 9
   세척washed with water
10. 10
    기타dried under reduced pressure

실험 절차

Conc. hydrochloric acid (2.1 g.) was added under ice-cooling and stirring to a solution of 7-[2-methoxyimino-2-(2-formamidothiazol-4-yl)acetamido]-3-(1-hexyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (6.0 g.) in methanol (60 ml.), and the mixture was stirred for 4 hours at ambient temperature. The solvent was removed from the reaction mixture and ethyl acetate (50 g.) was added thereto. The mixture was adjusted to pH 7.0 under stirring with a saturated aqueous solution of sodium bicarbonate. The aqueous layer was separated, washed with ethyl acetate and adjusted to pH 3.5 with conc. hydrochloric acid. Precipitates were collected by filtration, washed with water and dried under reduced pressure to give powder of 7-[2-methoxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-(1-hexyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer) (4.62 g.).

출처