Water → Erythromycin Thiocyanate

HRID 1481637

Reaktionsgleichung

Reaktionsgleichung von HRID 1481637
[CH3:1][CH2:2][C@H:3]1[O:18][C:16](=[O:17])[C@H:15]([CH3:19])[C@@H:14]([O:20][C@@H:21]2[O:26][C@@H:25]([CH3:27])[C@H:24]([OH:28])[C@@:23]([O:30][CH3:31])([CH3:29])[CH2:22]2)[C@H:13]([CH3:32])[C@@H:12]([O:33][C@@H:34]2[O:39][C@H:38]([CH3:40])[CH2:37][C@H:36]([N:41]([CH3:43])[CH3:42])[C@H:35]2[OH:44])[C@@:11]([OH:46])([CH3:45])[CH2:10][C@@H:9]([CH3:47])[C:7](=[O:8])[C@H:6]([CH3:48])[C@@H:5]([OH:49])[C@@:4]1([OH:51])[CH3:50].O.[S-:53][C:54]#[N:55].[Na+]>C(O)(=O)C>[CH3:1][CH2:2][C@H:3]1[O:18][C:16](=[O:17])[C@H:15]([CH3:19])[C@@H:14]([O:20][C@@H:21]2[O:26][C@@H:25]([CH3:27])[C@H:24]([OH:28])[C@@:23]([O:30][CH3:31])([CH3:29])[CH2:22]2)[C@H:13]([CH3:32])[C@@H:12]([O:33][C@@H:34]2[O:39][C@H:38]([CH3:40])[CH2:37][C@H:36]([N:41]([CH3:42])[CH3:43])[C@H:35]2[OH:44])[C@@:11]([OH:46])([CH3:45])[CH2:10][C@@H:9]([CH3:47])[C:7](=[O:8])[C@H:6]([CH3:48])[C@@H:5]([OH:49])[C@@:4]1([OH:51])[CH3:50].[C:54]([SH:53])#[N:55]

Komponenten

5

Edukt 3

HCID 962WaterHCID 12560Erythromycin2×HCID 516871Sodium thiocyanate

Produkt 1

HCID 83938Erythromycin Thiocyanate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Crude erythromycin (a mixture of erythromycin and other impurities) (30 g) was added into pure water (300 mL). The solution was stirred. Glacial acetic acid 20% (9.9 mL) was slowly added dropwise to the solution followed by stirring for 20 minutes. Then the mixture was filtered to remove the insoluble impurities in crude. Sodium thiocyanate solution 20% (18.4 mL, 0.038 mol) was added dropwise into the filtrate. The solution was stirred, adjusted to pH 7.2, and allowed to react for 1.5 h. After precipitation, the mixture was cooled for crystallization. The precipitate was filtered and washed with pure water for 3 times, and then dried to obtain erythromycin thiocyanate. The amount of the main component dried erythromycin A was 74.3% (detected by HPLC).

Aufarbeitung

  1. stirringby stirring for 20 minutes
  2. filtrationThen the mixture was filtered
  3. customto remove the insoluble impurities in crude
  4. stirringThe solution was stirred
  5. customto react for 1.5 h
  6. customAfter precipitation
  7. temperaturethe mixture was cooled for crystallization
  8. filtrationThe precipitate was filtered
  9. washwashed with pure water for 3 times
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-032b8d923eaa4662b10e9383c725c4bb
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09409940B2

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