Hydrochloric Acid → HCID 86700077, compound

Magnesium chloride (3.7 g) was added to a suspension of 3-ethoxy-3-oxopropanoic acid potassium salt (5.5 g) in THF (100 ml), and the mixture was stirred at room temperature for 2.5 hours (Reaction Solution 1). In another vessel, carbonyldiimidazole (4.2 g) was added in small portions to a solution of 2-(3-bromo-4-fluorophenyl)acetic acid (5 g) in THF (50 ml) at room temperature, and the mixture was stirred for 30 minutes (Reaction Solution 2). Reaction Solution 2 was added to Reaction Solution 1 at room temperature, and the mixture was stirred at 60° C. for three hours. Hydrochloric acid (1 N aqueous solution, 200 ml) was added, followed by extraction with ethyl acetate. The resulting organic layer was sequentially washed with water, a saturated aqueous sodium bicarbonate solution and brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to give 7 g of the title compound as an oily substance.

1. stirringthe mixture was stirred for 30 minutes
2. stirringthe mixture was stirred at 60° C. for three hours
3. extractionfollowed by extraction with ethyl acetate
4. washThe resulting organic layer was sequentially washed with water
5. dry with materiala saturated aqueous sodium bicarbonate solution and brine, and then dried over anhydrous sodium sulfate
6. distillationThe solvent was distilled off under reduced pressure

ORD record

ord-b5bbf42765994dc986ab1a26153cc2af

Source dataset

uspto-grants-2015_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08933103B2