4-(Benzyloxy)benzoic acid → HCID 18172425, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-methoxyphenethylamine (16.557 g, 109.5 mmol), 4-benzyloxybenzoic acid (25.000 g, 109.5 mmol), 1-hydroxybenzotriazole hydrate (22.202 g, 164.3 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (22.047 g, 115.0 mmol) in anhydrous CH2Cl2 (300 ml) was stirred at 0° C. under N2 for 1 hr, then warmed to rt and stirred at rt for 19 hr. The reaction mixture was washed sequentially with 1M NaOH (150 ml), 1M HCl (150 ml), and H2O (150 ml), then dried over MgSO4 and concentrated in vacuo to give 39.00 g (99% yield) of yellow solid.

Provenance & Evidence