[H-].[Na+].[CH2:3]([OH:12])[CH:4](O)[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH2:10].[H][H].S([O:20][CH3:21])(OC)(=O)=O.[C:22]1(C)C=CC=CC=1>O.CO>[CH3:22][O:12][CH2:3][CH:4]([O:20][CH3:21])[CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH2:10]
198 g (6.6 mol) of sodium hydride (80% strength) and 500 g of toluene are introduced into a flask, and the mixture is heated to the reflux temperature. 432 g (3 mol) of 7-octene-1,2-diol, dissolved in 1,500 g of toluene, are then added over 3 hours, and the mixture is stirred at the reflux temperature until hydrogen evolution is complete. 830 g (6.6 mol) of dimethyl sulphate are added over 4 hours, and the mixture is stirred for a further 2 hours. After addition of 50 ml of methanol, 1,500 g of water are added in order to dissolve the precipitate. The phases are separated and the organic phase is distilled. 420 g of 1,2-dimethoxyoct-7-ene having a boiling point of 80° C./10 mbar, corresponding to a yield of 81% of theory) are obtained.
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