Benzaldehyde → HCID 12421740, compound

Participants

Reaction Steps

To a solution of p-ethoxycarbonyl-methylaniline (179 mg) in dry benzene (2 ml), a solution of boron trichloride (129 mg) in dry benzene (2 ml), is added with ice cooling. A solution of benzaldehyde (0.1 ml) and triethylamine (222 mg) in dry benzene (3 ml) is added to the mixture, which is stirred at room temperature for 3 hours. The reaction mixture is mixed with water and shaken with ether. The organic layer is washed with water, dried, and evaporated to remove the solvents. The residue is washed with petroleum ether to give 2-methylamino-5-ethoxycarbonylbenzhydrol (196 mg) as crystals melting at 132° to 135° C. The yield is 69%.

Provenance & Evidence