Acetyl chloride → HCID 86628106, Verbindung
Reaktionsgleichung
[F:1][C:2]([F:34])([F:33])[C:3]1[CH:4]=[C:5]([C@H:13]([O:15][C@H:16]2[CH2:21][CH2:20][C@H:19]([CH2:22][OH:23])[C@@H:18]([CH2:24][OH:25])[C@@H:17]2[C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)[CH3:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[C:35](Cl)(=[O:37])[CH3:36]>ClCCl>[C:35]([O:23][CH2:22][C@H:19]1[CH2:20][CH2:21][C@H:16]([O:15][C@@H:13]([C:5]2[CH:4]=[C:3]([C:2]([F:1])([F:33])[F:34])[CH:8]=[C:7]([C:9]([F:10])([F:11])[F:12])[CH:6]=2)[CH3:14])[C@@H:17]([C:26]2[CH:27]=[CH:28][C:29]([F:32])=[CH:30][CH:31]=2)[C@@H:18]1[CH2:24][OH:25])(=[O:37])[CH3:36]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of [(1S,2R,3R,4S)-4-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)cyclohexane-1,2-diyl]dimethanol (3.3 g, 6.7 mmol, intermediate step J) in dichloromethane (50 mL) were added acetyl chloride (0.52 mL, 7.4 mmol) and TEA (1.1 mL, 7.9 mmol) at room temperature. The resulting mixture was stirred at r.t. for 6 hr. The solvent was removed under vacuum and the residue was separated by column chromatography on silica gel eluting with 3:1 hexane:ethyl acetate. The less polar mono-alcohol on TLC was collected (0.75 g). MS: (MH)+ 536.2.