Hydrochloric Acid → HCID 13468061, compound

Temperature

80 °C

Benzofuranyl-2-boric acid (2.1 g), palladium tetratriphenylphosphine (200 mg) and 2M aqueous sodium carbonate solution were added to toluene (40 ml)-ethanol (10 ml) solution of ethyl 4-bromobenzoate (2.3 g), which was refluxed at 80° C. for 5 hours under an argon atmosphere. The reaction mixture was diluted with water, and extraction was conducted using ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride solution, dried, and then concentrated. The resulting residue was purified using silica gel chromatography (development solvent; ethyl acetate:hexane=1:4), and concentrated, which was dissolved in methanol (10 ml)-THF (10 ml). 8 mol of aqueous sodium hydroxide solution (8 ml) was added to the resulting solution at room temperature, which was stirred for 2 hours. After 1 mol of hydrochloric acid was added to the reaction mixture to make the mixture acidic, extraction was conducted using ethyl acetate-THF (1:1). The organic layer was washed with water and saturated aqueous sodium chloride solution, dried, and then concentrated. The resulting residue was washed with hexane to give the titled compound (2.272 g).

1. washThe organic layer was washed with water and saturated aqueous sodium chloride solution
2. customdried
3. concentrationconcentrated
4. customThe resulting residue was purified
5. concentrationconcentrated
6. dissolutionwhich was dissolved in methanol (10 ml)-THF (10 ml)
7. extractionextraction
8. washThe organic layer was washed with water and saturated aqueous sodium chloride solution
9. customdried
10. concentrationconcentrated
11. washThe resulting residue was washed with hexane

ORD record

ord-702b6cc107d04547ac68df9aeebb35f1

Source dataset

uspto-grants-2006_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07115750B1