Hydrochloric Acid → HCID 59457470, compound

Participants

Reaction Conditions

Reaction Steps

A solution of methyl 2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-oxazole-5-carboxylate ax60 (390 mg, 1.26 mmol, 1 eq) and methanol (165 μl, 4.08 mmol, 1.8 eq) in tetrahydrofuran (13 ml) is treated with lithium borohydride (49 mg, 2.27 mmol, 1.8 eq) and the mixture is stirred at 70° C. for 1 h. After cooling back to 0° C., the mixture is treated dropwise with 1 N aqueous hydrochloric acid (1 ml). The mixture is then made basic (pH 10) with 2 N aqueous sodium hydroxide and extracted with ethyl acetate. The organic phase is then dried over magnesium sulfate and concentrated to give 330 mg of {2-[4-(3-chloropropoxy)phenyl]-4-methyl-1,3-oxazol-5-yl}methanol ax61 as a yellow solid.

Provenance & Evidence