Zopiclone → (S)-Zopiclone Besylate

HRID 217645

Reaktionsgleichung

[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C@@H:11]2[N:20]([C:21]3[CH:22]=[CH:23][C:24]([Cl:27])=[CH:25][N:26]=3)[C:18](=[O:19])[C:13]3[N:14]=[CH:15][CH:16]=[N:17][C:12]2=3)=[O:9])[CH2:4][CH2:3]1.[C:28]1([S:34]([OH:37])(=[O:36])=[O:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.CN1CCN(C(OC2N(C3C=CC(Cl)=CN=3)C(=O)C3N=CC=NC2=3)=O)CC1>O1CCCC1>[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C@@H:11]2[N:20]([C:21]3[CH:22]=[CH:23][C:24]([Cl:27])=[CH:25][N:26]=3)[C:18](=[O:19])[C:13]3[N:14]=[CH:15][CH:16]=[N:17][C:12]2=3)=[O:9])[CH2:4][CH2:3]1.[S:34]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([O-:37])(=[O:36])=[O:35]

Komponenten

Reaktionsbedingungen

Temperatur: 35 °C

Versuchsvorschrift

A 2000 mL reactor was charged with 10.0 g (S)-zopiclone and 400 mL tetrahydrofuran (THF). The contents were heated to 35° C. Into a 1000 mL reactor was charged 4.4 g benzenesulfonic acid and 400 mL THF, and stirred until a solution was formed. The acid solution was transferred slowly to the zopiclone solution. The reaction was cooled to 15° C. and stirred for 18 hr at 20-25° C. The reactor slurry was filtered and washed with THF in an appropriate filter. The wet cake was dried under vacuum at 60-65° C. and packaged in an appropriate container. Isolated yield=92.7%.

Aufarbeitung

customwas formed
temperatureThe reaction was cooled to 15° C.
stirringstirred for 18 hr at 20-25° C
filtrationThe reactor slurry was filtered
washwashed with THF in an appropriate filter
customThe wet cake was dried under vacuum at 60-65° C.
customIsolated yield=92.7%

Quellen und Nachweise

ORD-Eintrag: ord-90643e01e1524768b70e4ce2ac9f7ebc
Quelldatensatz: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US08198278B2

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