Triethylamine → 4-benzyloxy-3-ethyl-5-methyl-benzoic acid N'-(4-isopropoxy-3-methyl-benzoyl)-hydrazide

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Reaction Steps

To a suspension of 4-benzyloxy-3-ethyl-5-methyl-benzoic acid hydrazide (1.12 g, 3.95 mmol) in DCM (20 mL), triethylamine (500 mg, 4.94 mmol) is added. The clear solution is cooled to 5° C. before a solution of 4-isopropoxy-3-methyl-benzoic acid chloride (700 mg, 3.29 mmol) in DCM (10 mL) is added dropwise. The suspension is stirred at rt for 1 h before it is diluted with EA, washed with 1 N aq. HCl, followed by water, dried over MgSO4, filtered, concentrated and dried to give 4-benzyloxy-3-ethyl-5-methyl-benzoic acid N'-(4-isopropoxy-3-methyl-benzoyl)-hydrazide (1.57 g) as a white solid; LC-MS: tR=1.05 min, [M+1]+=461.66.

Provenance & Evidence