Hydrochloric Acid → Talampicillin 2-methoxyphenoxyacetate

HRID 847731

Reaktionsgleichung

Reaktionsgleichung von HRID 847731
[CH3:1][C:2]1([CH3:25])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([C@H:13]([N:20]=C)[C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:22]([OH:24])=[O:23].Cl.[CH3:27][O:28][C:29]1[CH:39]=[CH:38][CH:37]=[CH:36][C:30]=1[O:31][CH2:32][C:33]([OH:35])=[O:34].[OH-].[Na+].[C:42]([O:45][CH2:46]C)(=[O:44])C>O>[CH3:1][C:2]1([CH3:25])[S:6][C@@H:5]2[C@H:7]([NH:10][C:11]([C@H:13]([NH2:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[O:12])[C:8](=[O:9])[N:4]2[C@H:3]1[C:22]([O:24][CH:46]1[O:45][C:42](=[O:44])[C:29]2[CH:39]=[CH:38][CH:37]=[CH:36][C:30]1=2)=[O:23].[CH3:27][O:28][C:29]1[CH:39]=[CH:38][CH:37]=[CH:36][C:30]=1[O:31][CH2:32][C:33]([O-:35])=[O:34]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 158822-(2-Methoxyphenoxy)acetic acidHCID 6713928Metampicillin

Produkt 1

HCID 86738030Talampicillin 2-methoxyphenoxyacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a solution of 20.4 g of phthalidyl ester of metampicillin in 100 ml of ethyl acetate there is added a solution of 40 ml of N hydrochloric acid in 120 ml of water. The mixture is maintained under stirring for 45 minutes at room temperature, the organic phase is separated off and the aqueous phase is washed twice with diethyl ether. The aqueous solution is let stand for 20 minutes at 20° C. under reduced pressure, and then it is filtered through asbestos pretreated with hydrochloric acid. To the clear solution thus obtained, there is added, quickly, drop by drop and under stirring a solution of 8 g of 2-methoxyphenoxyacetic acid in 100 ml of water containing 1.76 g of sodium hydroxide. The precipitate which forms is filtered, washed with water and dried on P2O5 at room temperature and under reduced pressure, to give the talampicillin 2-methoxyphenoxyacetate; m.p. 105°-110° C. (dec.).

Aufarbeitung

  1. temperatureThe mixture is maintained
  2. customthe organic phase is separated off
  3. washthe aqueous phase is washed twice with diethyl ether
  4. customfor 20 minutes
  5. customat 20° C.
  6. filtrationit is filtered through asbestos
  7. customTo the clear solution thus obtained
  8. additionthere is added
  9. filtrationThe precipitate which forms is filtered
  10. washwashed with water
  11. customdried on P2O5 at room temperature and under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-51b9a76471df4af79a23646e125583db
Quelldatensatz
uspto-grants-1981_10
Patentnummer
US04293560

Verknüpfte Notizen

Wird geladen…