Hydrochloric Acid → HCID 57586441, compound

Participants

Reaction Conditions

Reaction Steps

In a round bottom vial charged with 100 mg (0.342 mmol) of 5-bromo-4′-dimethylamino-biphenyl-3-ol, 160 mg (0.342 mmol) of 4-[3-(6-bromo-hexyl)-2-(2-ethoxycarbonyl-ethyl)-phenoxy]-butyric acid ethyl ester, potassium carbonate (94 mg, 0.684 mmol) and 10 mL of DMA were sequentially added. This mixture was heated overnight at 90° C. HPLC analysis of the reaction mixture at this time, indicated the formation of the di-ester intermediate. At this time, 1 mL of 1 N NaOH aq. was added and the reaction mixture was heated again at 90° C. overnight. At this time, the reaction was diluted with water and acidified with 2 N HCl until pH=˜7 was achieved. The aqueous phase was thrice extracted with ethyl acetate. The combined organic phases were dried with MgSO4, filtered and washed with ethyl acetate. The filtrate was concentrated in vacuo to provide an oil (91 mg, 42%). This intermediate was used in subsequent steps without further purification.

Provenance & Evidence