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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922263Generated: October 29, 2026

Toluene → HCID 66685360, compound

https://huagongshe.com/reaction/922263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium BicarbonateHCID 516892—
Reactant3,5-Dimethylisoxazole-4-boronic acidHCID 2734346—
ReactantHCID 66684913HCID 66684913—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthanolHCID 702—
ProductHCID 66685360HCID 6668536094.2%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a 25 mL RB flask fitted with a magnetic stirrer was charged with Toluene (1 mL). To the stirred solvent were added (3,5-dimethyl-1,2-oxazol-4-yl)boronic acid (0.059 g, 0.42 mmol), ethyl 3-(2-bromo-4-methoxyphenyl)propanoate (0.08 g, 0.28 mmol), sodium bicarbonate (0.5 mL, 2M solution) in ethanol (1 mL) under argon atmosphere. After addition, the reaction mixture was purged with argon for 15 minutes. To the reaction mixture was added tetrakis (triphenylphosphine) palladium (0) (0.016 g, 0.01 mmol) and purged with argon for 10 minutes. After addition, the reaction mixture was heated at 95° C. for 5 h under argon atmosphere. After completion of the reaction, the reaction mixture was quenched with water (10 mL) and extracted with ethyl acetate (10 mL). The organic layer was washed with water (5 mL) and brine solution (5 mL). The organic layer was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure. The crude product (0.08 g, yield: 94.10%) was taken for next step with out purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278915B2
Source datasetuspto-grants-2016_03
ORD IDord-daf7c6bf495147bf88bc04962d2b1943
Source noteuspto-grants-2016_03