[CH3:1][C:2]([C:8]1[O:12][N:11]=[C:10]([CH2:13]O)[CH:9]=1)([O:4][CH2:5][C:6]#[CH:7])[CH3:3].S(Cl)([Cl:17])=O>ClCCl>[Cl:17][CH2:13][C:10]1[CH:9]=[C:8]([C:2]([CH3:3])([O:4][CH2:5][C:6]#[CH:7])[CH3:1])[O:12][N:11]=10.20 g of {5-[1-methyl-1-(2-propynyloxy)ethyl]isoxazol-3-yl}methanol was dissolved in 5 ml of dichloromethane, and 0.5 ml of thionyl chloride was then added. The mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure to obtain 0.21 g of 3-(chloromethyl)-5-[1-methyl-1-(2-propynyloxy)ethyl]isoxazole.
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