Water → Ethyl[5-(4-hydroxyphenyl)-2-thienyl]acetate

Temperatur

80 °C

After tris(dibenzylideneacetone)dipalladium (0) (110 mg, 0.12 mmol), tri-o-tolylphosphine (61 mg, 0.2 mmol) and 2N aqueous sodium carbonate solution (4 ml) were added to a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (0.8 g, 3.65 mmol) and ethyl (5-bromo-2-thienyl)acetate (1.00 g, 4.01 mmol) which was synthesized according to the method described in literature (Jackson, P. M. et al., J. Chem. Soc. Perkin Trans. 1, 1990, vol. 11, pp. 2909-2918) in a mixture of toluene-ethanol (5:1, 24 ml), the mixture was stirred at 80° C. for 3 hours. After water was poured into the reaction mixture and the mixture was extracted with ethyl acetate, the organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The residue obtained by removing the solvent under reduced pressure was purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=3/1) to give ethyl [5-(4-hydroxyphenyl)-2-thienyl]acetate (0.73 g, yield: 77%).

1. customwas synthesized
2. extractionthe mixture was extracted with ethyl acetate
3. washthe organic layer was successively washed with water
4. dry with materiala saturated aqueous NaCl solution and dried with anhydrous sodium sulfate
5. customThe residue obtained
6. customby removing the solvent under reduced pressure
7. customwas purified by silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=3/1)

ORD-Eintrag

ord-343098afb05a4a24a3ec0d5959fe4bcb

Quelldatensatz

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07923573B2