Hydrochloric Acid → Terbinafine Hydrochloride

HRID 1175204

Reaktionsgleichung

Reaktionsgleichung von HRID 1175204
[CH3:1][C:2]([C:5]#[C:6]/[CH:7]=[CH:8]/[CH2:9][N:10]([CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=12)[CH3:11])([CH3:4])[CH3:3].[ClH:23]>CC(C)=O>[CH3:4][C:2]([C:5]#[C:6]/[CH:7]=[CH:8]/[CH2:9][N:10]([CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=12)[CH3:11])([CH3:1])[CH3:3].[ClH:23]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 1549008Terbinafine

Produkt 1

HCID 5282481Terbinafine HydrochlorideAusbeute 57,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

19.2 g crude terbinafine base (57.2 mmol theoretical, example 6) is dissolved in 83 ml acetone and then 6.2 ml (0.0631 mol) of 32% aqueous hydrochloric acid is added dropwise. The resulting suspension is stirred for 30 minutes at 20° C. and then cooled to −5°/−10° C. and stirred for a further 2.5 hours. The precipitate is filtered, washed with 16 ml cold acetone and dried to constant weight at 40° C. in a vacuum oven. 10.8 g (57.5% yield) terbinafine-HCl is obtained as a white solid with purity in excess of 99.8% (HPLC A %).

Aufarbeitung

  1. temperaturecooled to −5°/−10° C.
  2. stirringstirred for a further 2.5 hours
  3. filtrationThe precipitate is filtered
  4. washwashed with 16 ml cold acetone
  5. customdried to constant weight at 40° C. in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-9656c80af1014b1db5c11620bc6d11f4
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07838704B2

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