[H-].[Li+].[CH3:3][C:4]1([CH3:12])[C@H:6]([CH:7]=[O:8])[C@H:5]1[C:9]([OH:11])=[O:10].[CH3:13][O:14][CH2:15]Cl.C(=O)(O)[O-].[Na+]>O.O1CCCC1>[CH3:3][C:4]1([CH3:12])[C@H:6]([CH:7]=[O:8])[C@H:5]1[C:9]([O:11][CH2:13][O:14][CH3:15])=[O:10]
A mixture of 1.64 g of lithium hydride and 25.6 g of (1R,trans) 2,2-dimethyl-3-formyl-cyclopropane-carboxylic acid and 25 ml of tetrahydrofuran was stirred at 15° C. for 30 minutes and then 18.2 g of a freshly prepared chloromethyl methyl ether (0.225 mols) were added thereto. The mixture was stirred at 20° C. for 4 hours and was then poured into a mixture of ice, water and sodium bicarbonate with stirring. The mixture was extracted with isopropyl ether and the organic phase was evaporated to dryness under reduced pressure. The residue was rectified under vacuum to obtain 15.15 g of methoxymethyl (1R,trans) 2,2-dimethyl-3-formyl-cyclopropane-carboxylate with a boiling point of 67° C. at 0.05 mm Hg.
Wird geladen…
