Lithium Bromide → HCID 66917128, Verbindung
Reaktionsgleichung
[CH3:1][C:2]1([CH3:23])[O:6][C@H:5]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][CH2:17]OS(C)(=O)=O)=[CH:11][CH:10]=2)[CH2:4][O:3]1.[Br-:24].[Li+]>CC(C)=O>[Br:24][CH2:17][CH2:16][CH2:15][C:12]1[CH:13]=[CH:14][C:9]([O:8][CH2:7][C@@H:5]2[CH2:4][O:3][C:2]([CH3:23])([CH3:1])[O:6]2)=[CH:10][CH:11]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Methanesulfonic acid 3-[4-((R)-2,2-dimethyl[1,3]dioxolan-4-ylmethoxy)-phenyl]-propylester (11.8 g, 34.2 mmol) in acetone (200 mL) is treated with lithium bromide (8.9 g, 100 mmol) and then heated to reflux for 5 h. After cooling to RT the mixture is concentrated in vacuo. The resulting residue is dissolved in EtOAc (150 mL), washed with water (2×50 mL), brine then dried (MgSO4), filtered and concentrated in vacuo to give an oil. Purification by flash chromatography (SiO2, iso-hexane:EtOAc, 4:1) gives the title compound as colourless oil that solidifies upon standing.