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a
aReagents and conditions. (a) 3-chloropropanoyl chloride, acetone, reflux; (b) (i) AlCl3, 140 °C (neat), (ii) LiAlH4, THF, 0 °C to reflux; (c) (i) methyl 4-(bromomethyl)benzoate, K2CO3, DMF, 100 °C, (ii) NaOH, 50 wt % aq. NH2OH, THF/MeOH (1:1), 0 °C to rt.
