Ethyl bromoacetate → HCID 59132751, compound

Participants

Reaction Steps

To a stirred DMF (10 mL) solution of 2-[4-[(4-Methoxyphenyl)methoxy]phenyl]-acetonitrile (500 mg, 1.97 mmol) was added ethyl bromoacetate (330 μL, 2.96 mmol), followed by K2CO3 (820 mg, 5.9 mmol). The reaction mixture was stirred at room temperature for 2 h, poured into ice water (100 mL), filtered, and dried to a white solid. 20 mg of this white solid in 1:1 THF/1N NaOH in MeOH (4 mL) was stirred for 5 h. The reaction mixture was concentrated, diluted with water (10 mL), washed with EtOAc (5 mL×2). The aqueous layer was acidified with 3N HCl to pH ˜2, extracted with EtOAc (10 mL×2), dried over MgSO4, filtered, and concentrated to a white solid. MS ESI (neg.) m/e: 310.0 (M−1).

Provenance & Evidence