Toluene → HCID 39359537, compound

Temperature

80 °C

Under an Ar atmosphere, 12 mL of toluene, 3 mL of methanol, and 3 mL of 2M aqueous sodium carbonate solution were added to 500 mg (1.93 mmol) of ethyl (3-bromophenoxy)acetate and 352 mg (2.32 mmol) of (2-methoxyphenyl)boronic acid, and the mixture was degassed. Further, 112 mg (0.097 mmol) of tetrakis(triphenylphosphine)palladium(0) was added thereto, and the mixture was heated under stirring at 80° C. for 6 hours. After the mixture was cooled to room temperature, ethyl acetate and water were added thereto to separate the mixture. The water layer was separated, and filtration was performed. Thereafter, acidification was performed with 1N hydrochloric acid, and extraction with ethyl acetate was performed. The organic layer was washed with saturated saline and dried over anhydride magnesium sulfate, followed by filtration and condensation, thereby giving 290 mg of [(2′-methoxybiphenyl-3-yl)oxy]acetic acid (yield: 58%).

1. customthe mixture was degassed
2. temperaturethe mixture was heated
3. temperatureAfter the mixture was cooled to room temperature
4. customto separate the mixture
5. customThe water layer was separated
6. filtrationfiltration
7. extractionThereafter, acidification was performed with 1N hydrochloric acid, and extraction with ethyl acetate
8. washThe organic layer was washed with saturated saline
9. dry with materialdried over anhydride magnesium sulfate
10. filtrationfollowed by filtration and condensation

ORD record

ord-b8613a952c0d4ab0a39a0d825367a162

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08785473B2