HCID 70195797, Verbindung → 3-Bromomethyl-7-phenylacetamido-3-cephem-4-carboxylic acid-1-oxide

HRID 67962Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 67962
[Br:1][CH2:2][C:3]1[CH2:4][S:5](=[O:29])[C@@H:6]2[CH:17]([NH:18][C:19](=[O:27])[CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:16](=[O:28])[N:7]2[C:8]=1[C:9]([O:11]C(C)(C)C)=[O:10]>FC(F)(F)C(O)=O>[Br:1][CH2:2][C:3]1[CH2:4][S:5](=[O:29])[C@@H:6]2[CH:17]([NH:18][C:19](=[O:27])[CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:16](=[O:28])[N:7]2[C:8]=1[C:9]([OH:11])=[O:10]

Komponenten

3

Edukt 1

HCID 70195797HCID 70195797, Verbindung

Produkt 1

HCID 679284423-Bromomethyl-7-phenylacetamido-3-cephem-4-carboxylic acid-1-oxideAusbeute 102,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of 37.3 g of t-butyl 3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylate-1-oxide in 130 ml of trifluoroacetic acid was stirred for 15 minutes at room temperature and then the solvent was removed by evaporation under vacuo. After addition of 100 ml of 1,2-dichloroethane, evaporation to dryness was repeated. Ether was added to the residue and the crystals were vacuum filtered, washed with ether and dried under vacuo to obtain 33.7 g of 3-bromomethyl-7-phenylacetamido-3-cephem-4-carboxylic acid-1-oxide as an almost colorless solid having the following characteristics:

Aufarbeitung

  1. customthe solvent was removed by evaporation under vacuo
  2. additionAfter addition of 100 ml of 1,2-dichloroethane, evaporation to dryness
  3. additionEther was added to the residue
  4. filtrationfiltered
  5. washwashed with ether
  6. customdried under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-dec68ae2819140e6b643d81d63ad9589
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04347358

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