Citric Acid → Sufentanil Citrate

HRID 2395829

Reaktionsgleichung

Reaktionsgleichung von HRID 2395829
[CH3:1][CH2:2][C:3]([N:5]([C:12]1([CH2:25][O:26][CH3:27])[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][C:20]2[S:24][CH:23]=[CH:22][CH:21]=2)[CH2:14][CH2:13]1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:4].Cl.[OH-].[K+].CCC(N(C1(COC)CCN(CCC2SC=CC=2)CC1)C1C=CC=CC=1)=O.[C:58]([OH:70])(=[O:69])[CH2:59][C:60]([CH2:65][C:66]([OH:68])=[O:67])([C:62]([OH:64])=[O:63])[OH:61]>O.C(O)C>[CH3:1][CH2:2][C:3]([N:5]([C:12]1([CH2:25][O:26][CH3:27])[CH2:13][CH2:14][N:15]([CH2:18][CH2:19][C:20]2[S:24][CH:23]=[CH:22][CH:21]=2)[CH2:16][CH2:17]1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:4].[CH2:65]([C:60]([OH:61])([C:62]([OH:64])=[O:63])[CH2:59][C:58]([OH:70])=[O:69])[C:66]([OH:68])=[O:67]

Komponenten

7

Edukt 4

HCID 311Citric AcidHCID 14797Potassium HydroxideHCID 41693SufentanilHCID 18463211164790-60-7

Produkt 1

HCID 65494Sufentanil Citrate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Sufentanil HCl obtained in Example 8 was suspended in hot water and adjusted to pH 10-11 with 10% aqueous potassium hydroxide and extracted with ether. The organic layer washed with water, dried and evaporated to give the free base with an LC purity profile of 99.62%. An equivalent of sufentanil free base with anhydrous citric acid was warmed in 100% ethanol. After removal of ethanol the fluffy white powder was dried in the vacuum oven at 56° C. for 48 hrs. Sufentanil citrate thus obtained passed all USP tests.

Aufarbeitung

  1. extractionextracted with ether
  2. washThe organic layer washed with water
  3. customdried
  4. customevaporated
  5. customto give the free base with an LC purity profile of 99.62%
  6. customAfter removal of ethanol the fluffy white powder
  7. customwas dried in the vacuum oven at 56° C. for 48 hrs

Quellen und Nachweise

ORD-Eintrag
ord-c4d7fd8d38be478e8f997c76ebc4fde9
Quelldatensatz
uspto-grants-1996_02
Patentnummer
US05489689

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