[OH:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10](=[O:12])[CH3:11].[H-].[Na+].Br[CH2:16][CH:17]([CH3:19])[CH3:18]>CN(C)C=O>[CH2:16]([O:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10](=[O:12])[CH3:11])[CH:17]([CH3:19])[CH3:18]A mixture of 10 g (0.06 mol) of 2′-hydroxy-5′-methoxyacetophenone, 2.6 g (0.066 mol) of 60% sodium hydride and 150 ml of dimethylformamide is heated for one hour at 80° C. 7.2 ml (0.066 mol) of 1-bromo-2-methylpropane are added dropwise. The mixture is heated for ten hours at 80° C. and is then poured into ice-water and extracted with ether. The ether solution is washed with normal sodium hydroxide solution. The dried (Na2SO4) organic phase is evaporated under reduced pressure (8.2 g; 62%).
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