Formaldehyde → alpha-Hydroxyalprazolam

HRID 615852

Reaktionsgleichung

Reaktionsgleichung von HRID 615852
[CH2:1]=[O:2].[CH:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:18]3[CH:19]=[C:20]([Cl:23])[CH:21]=[CH:22][C:17]=3[N:16]3[C:12](=[N:13][N:14]=[CH:15]3)[CH2:11][N:10]=2)=[CH:7][CH:8]=1>>[OH:2][CH2:1][C:15]1[N:16]2[C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=3[C:9]([C:6]3[CH:7]=[CH:8][CH:3]=[CH:4][CH:5]=3)=[N:10][CH2:11][C:12]2=[N:13][N:14]=1

Komponenten

3

Edukt 2

HCID 712Formaldehyde2×HCID 3261Estazolam

Produkt 1

HCID 162244alpha-Hydroxyalprazolam

Versuchsvorschrift

The TLC test indicated that the reaction was not yet complete so another 1 g of paraformaldehyde was added 45 minutes after the first. Heating of the reaction mixture was continued at 125° C. After 1.5 hours total heating, a second TLC sample was taken and analyzed as above and it indicated that the estazolam was almost all consumed. To ensure complete reaction, another 0.5 g of paraformaldehyde was added and heating of the mixture was continued at 125° C. for another 45 minutes (2.25 hours total heating time), at which time testing by TLC analysis indicated reaction was substantially complete to form 1-(hydroxymethyl)-8-chloro-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine.

Aufarbeitung

  1. additionwas added 45 minutes after the first
  2. temperatureHeating of the reaction mixture
  3. customwas continued at 125° C
  4. customreaction
  5. temperatureheating of the mixture
  6. waitwas continued at 125° C. for another 45 minutes
  7. custom(2.25 hours total heating time)
  8. customreaction

Quellen und Nachweise

ORD-Eintrag
ord-69471e86ecd14d929e2f22029f64438a
Quelldatensatz
uspto-grants-1985_02
Patentnummer
US04501698

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