4-Phenoxybenzoic acid → HCID 27000073, compound

Participants

Reaction Steps

DIPEA (12.1 g, 16.2 mL, 93.6 mmol) was added to a stirred solution of 4-phenoxy benzoic acid (4.011 g, 18.73 mmol) in DMF (40 mL). HOBT (2.78 g, 20.57 mmol) and EDCI.HCl (9 g, 47 mmol) were then added. After 2 minutes, glycine ethyl ester hydrochloride (3.14 g, 22.5 mmol) was added and the mixture was stirred at room temperature overnight. The reaction mixture was diluted with cold water and the product extracted with ethyl acetate. The organic layer was washed with saturated brine solution, dried over sodium sulphate and concentrated under reduced pressure to afford 5.73 g of (4-phenoxy-benzoylamino)-acetic acid ethyl ester as a white powder. 1H NMR (DMSO): δ 8.85 (t, 1H), 7.85 (d, 2H), 7.4 (t, 2H), 7.2 (t, 1H), 7.0 (m, 4H), 4.1 (q, 2H), 3.9 (d, 2H), 1.2 (t, 3H).

Provenance & Evidence