Sulfuric Acid → Florfenicol amine

HRID 219521

Reaktionsgleichung

Reaktionsgleichung von HRID 219521
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C@@H:11]([OH:21])[C@H:12]([NH:15]C(C(Cl)Cl)=O)[CH2:13][F:14])=[CH:9][CH:10]=1)(=[O:4])=[O:3].S(=O)(=O)(O)O.[OH-].[Na+]>C(O)(=O)C>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C@@H:11]([OH:21])[C@H:12]([NH2:15])[CH2:13][F:14])=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 114811Florfenicol

Produkt 1

HCID 156406Florfenicol amineAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A solution of florfenicol (0.090 g, 0.25 mmol) in acetic acid (3.0 mL) was treated with sulfuric acid (10%, 15 mL) and heated to 110° C. for 12 h. The reaction mixture was cooled to room temperature, treated with 10 M aqueous sodium hydroxide to adjust the pH to 14, extracted with dichloromethane (3×30 mL), dried (Na2SO4), and evaporated to provide florfenicol amine 60 (65 mg, 0.25 mmol) as a yellow oil.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with dichloromethane (3×30 mL)
  3. dry with materialdried (Na2SO4)
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-1e880d38a08a41068965979c69ed84bc
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202843B2

Verknüpfte Notizen

Wird geladen…