4-(2-Methyl-quinolin-4-ylmethoxy)-benzaldehyde → 4-(2-Methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime

Participants

Reaction Steps

A solution of sodium methoxide/hydroxylamine hydrochloride/methanol (˜1.4 M)(10.4 mL) was added to 4-(2-methyl-quinolin-4-ylmethoxy)-benzaldehyde (2.0 g, 7.2 mmol) in methanol (20 mL) under a nitrogen atmosphere at room temperature. The reaction was stirred for 3 h and concentrated in vacuo to give a solid. This was triturated with water saturated KH2PO4 solution and water and dried in vacuo to give 4-(2-methyl-quinolin-4-ylmethoxy)-benzaldehyde oxime (1.75 g, 83%) as an off white solid. MS found: (M+H)+=293.

Provenance & Evidence