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ChemicalBook CAS DataBase List Ethyl 2-(3-bromophenyl)propanoate

Ethyl 2-(3-bromophenyl)propanoate synthesis

3synthesis methods
-

Yield:103807-54-1 68%

Reaction Conditions:

with caesium carbonate in tetrahydrofuran; for 3 h;

Steps:

135 Example 135: Synthesis of ethyl 2-(3'-ethoxy-4'-(7-oxo-6,7-dihydro-3H-[l,2,3]triazolo[4,5- d]pyrimidin-5-yl)-[l,l'-biphenyl]-3-yl)propanoate (Compound 296)

Into a 40 mL vial was added ethyl 2-(3-bromophenyl)acetate (500 mg, 2.06 mmol, 1.00 equiv), THF (10 ml), Mel (1.46 mg, 10.3 mmol, 5.00 equiv), and CS2CO3 (3.35 g, 10.3 mmol, 5.0 eq) at rt. The mixture was stirred for 3 hr at 60 °C. The resulting mixture was diluted with water (40 ml) and then extracted with Et20 (3 x 40 ml). The combined organic layers were washed with brine (2 x 40 ml), dried over anhydrous Na2SC>4, filtered and concentrated under reduced pressure to afford ethyl 2-(3-bromophenyl)propanoate (400 mg, 68%) as a yellow oil. 'H NMR (300 MHz, DMSO-i) d 7.53 - 7.40 (m, 1H), 7.38 (s, 1H), 7.36 - 7.24 (m, 2H), 4.06 (qq, J = 7.2, 3.8 Hz, 2H), 3.82 (q, J = 7.1 Hz, 1H), 1.38 (d, J = 7.2 Hz, 3H), 1.13 (t, J = 7.1 Hz, 3H).

References:

WO2020/154492,2020,A1 Location in patent:Paragraph 00362