Reaktionsgleichung
C([O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][N:18]2[CH:23]=[C:22]([CH:24]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[CH:21]=[CH:20][C:19]2=[O:37])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.C(O)(C(F)(F)F)=O.CC1C=C(C)C(C)=C(C)C=1C>>[C:31]1([CH:24]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22]2[CH:21]=[CH:20][C:19](=[O:37])[N:18]([CH2:17][CH2:16][CH2:15][C:11]3[CH:12]=[CH:13][CH:14]=[C:9]([OH:8])[CH:10]=3)[CH:23]=2)[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1Komponenten
4
Versuchsvorschrift
To the mixture of 1-{3-[3-(benzyloxy)phenyl]propyl}-5-(diphenylmethyl)pyridin-2(1H)-one (200 mg) and TFA (3.0 mL) was added 1,2,3,4,5-pentamethylbenzene (305 mg) at ambient temperature. After stirring for 12 hours, the resulting mixture was evaporated in vacuo and 10% K2CO3 aqueous solution was added to the residue. The aqueous solution was extracted with EtOAc The organic layer was washed with brine, dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:EtOAc=1:1-1:2) to give a 5-(diphenylmethyl)-1-[3-(3-hydroxyphenyl) propyl]pyridin-2(1H)-one (147 mg) as a colorless oil.
Aufarbeitung
- customthe resulting mixture was evaporated in vacuo and 10% K2CO3 aqueous solution
- additionwas added to the residue
- extractionThe aqueous solution was extracted with EtOAc The organic layer
- washwas washed with brine
- dry with materialdried over anhydrous MgSO4
- filtrationfiltered
- customevaporated in vacuo
- customThe residue was purified by silica gel column chromatography (n-hexane:EtOAc=1:1-1:2)
Quellen und Nachweise
- ORD-Eintrag
- ord-efbc3b1ea8dd405b8ca7199746aeccd3
- Quelldatensatz
- uspto-grants-2012_09
- Patentnummer
- US08273745B2
Verknüpfte Notizen
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