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ChemicalBook CAS DataBase List BIPHENYLACETICACID
23948-77-8

BIPHENYLACETICACID synthesis

12synthesis methods
-

Yield:23948-77-8 99%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium(0);sodium carbonate in 1,2-dimethoxyethane at 100; for 16 h;Inert atmosphere;

Steps:

5.1.14. 3-Biphenylacetic acid (36)

To a stirred solution of (3-bromo)phenylacetic acid (4.00 g, 18.26 mmol), Na2CO3 (2.13 g, 20.1 mmol) and phenylborinic acid (2.45 g, 20.1 mmol) in DME (45 mL) was added tetrakis-triphenylphosphine palladium (200 mg) at room temperature under argon atmosphere. After being stirred at 100 °C for 16 h, the reaction mixture was cooled to room temperature and filtered through Celite to remove the precipitates. The filtrate was diluted with EtOAc, washed with 2 N hydrochloric acid, brine, dried over MgSO4 and evaporated to afford 36 as a pale yellow powder (3.82 g, 99%). 1H NMR (300 MHz, CDCl3): δ 3.72 (s, 2H), 7.25-7.62 (m, 9H).

References:

Kambe, Tohru;Maruyama, Toru;Nagase, Toshihiko;Ogawa, Seiji;Minamoto, Chiaki;Sakata, Kiyoto;Maruyama, Takayuki;Nakai, Hisao;Toda, Masaaki [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 2,p. 702 - 713] Location in patent:experimental part