Methanol → Mono-2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl)piperazinium-1-yl]ethoxy)ethanol trans-butenedioate

HRID 1666053Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1666053
[CH:1]1[CH:2]=[CH:3][C:4]2[S:15][C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:8]=[C:7]([N:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][O:24][CH2:25][CH2:26][OH:27])[CH2:18][CH2:17]3)[C:5]=2[CH:6]=1.Cl.[OH2:29].[CH3:30][OH:31].[OH-:32].[Na+].[C:34]1([CH3:40])C=CC=C[CH:35]=1>>[CH:1]1[CH:2]=[CH:3][C:4]2[S:15][C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:8]=[C:7]([N:16]3[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][O:24][CH2:25][CH2:26][OH:27])[CH2:18][CH2:17]3)[C:5]=2[CH:6]=1.[CH:34](/[C:40]([OH:24])=[O:32])=[CH:35]\[C:30]([OH:31])=[O:29]

Komponenten

6

Edukt 5

HCID 887MethanolHCID 962WaterHCID 1140TolueneHCID 14798Sodium HydroxideHCID 16038366Quetiapine hydrochloride

Produkt 1

HCID 6918224Mono-2-[2-(4-dibenzo[b,f][1,4]thiazepin-11-yl)piperazinium-1-yl]ethoxy)ethanol trans-butenedioate

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

Quetiapine hydrochloride (6 g) was added to a mixture of water (10 ml) and methanol (10 ml). The mixture was stirred for ca. 10 min to dissolve solid material. Toluene 30 ml was added and the pH of the solution was adjusted to 13-14 by addition of 50% NaOH solution. The mixture was heated to 40-50° C. and stirred for 10 min. The toluene phase was separated and washed once with water (10 ml). The toluene solution was evaporated under reduced pressure. The remaining residue was dissolved to 80% ethanol (24 ml) and fumaric acid (0,85 g) was added to the solution. The mixture was heated to reflux for 10 min and cooled to 0° C. The solid material was filtered to give pure white crystals of quetiapine fumarate 4,92 g.

Aufarbeitung

  1. dissolutionto dissolve solid material
  2. stirringstirred for 10 min
  3. customThe toluene phase was separated
  4. washwashed once with water (10 ml)
  5. customThe toluene solution was evaporated under reduced pressure
  6. dissolutionThe remaining residue was dissolved to 80% ethanol (24 ml) and fumaric acid (0,85 g)
  7. additionwas added to the solution
  8. temperatureThe mixture was heated
  9. temperatureto reflux for 10 min
  10. temperaturecooled to 0° C
  11. filtrationThe solid material was filtered

Quellen und Nachweise

ORD-Eintrag
ord-e25f597b0fb34351924089fa73408841
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08044039B2

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