Triethylamine → HCID 123486882, compound

Participants

Reaction Steps

4-Carboxyphenylboronic acid (0.5 g, 3.0 mmol) is suspended in dry dichloromethane (8 mL) and oxalylchloride (2 M in dichloromethane, 3.0 mL, 6.0 mmol) is added followed by 2 drops of N,N-dimethylformamide. The mixture is stirred for 3 hours then the solvent removed under vacuum. 2-Hydroxy-2-methylpropylamine (step 1, 800 mg, 9.0 mmol) and triethylamine (2.0 mL, 13.8 mmol) in dichloromethane (12 mL) are added to the residue and the mixture stirred for 30 minutes. The mixture is diluted with 1 M HCl and the phases separated. The aqueous layer is extracted several times with ethyl acetate. The combined organic phases are dried and the solvent removed to give the title compound as a crude product. LC (METHOD 5): tR=0.55 min; Mass spectrum (ES+): m/z=238 [M+H]+.

Provenance & Evidence