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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280581Generated: October 30, 2026

Water → HCID 87212268, compound

https://huagongshe.com/reaction/2280581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 11045242HCID 11045242—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 87212268HCID 8721226873%

Reaction Steps

The triflate 3 was dissolved in toluene followed by the addition of phenyl boronic acid, tetrakis(triphenylphosphine)Pd, potassium carbonate and water in a microwave tube equipped with a stir bar. The tube was sealed and the reaction was carried out in a microwave synthesizer for 15 mins at 120° C. and 100 watts. After the completion of the reaction the reaction mixture was dissolved in DCM washed with sodium bicarbonate, water and brine. The product was isolated as clear viscous oil using 10% EtOAc/hexanes as the solvent system. Yield=73.0% (Rf=0.27; 10% EtOAc/hexanes), 1H NMR, 500 MHz Varian, CDCl3, δ 10.01 (s, 1H), 7.53 (d, J=15.00 Hz, 1H), 7.51 (d, J=15.00 Hz, 1H), 7.49 (d, J=10.00 Hz, 1H), 7.34 (s, 3H), 7.21 (d, J=7.0, 1H), 3.89 (s, 3H), 2.41 s, 3H), MS: m/z (ESI, pos.)=249.2 ([M+23])

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139546B2
Source datasetuspto-grants-2015_09
ORD IDord-e15f4d58b54f4ccbbc2be77b9ea2beb1
Source noteuspto-grants-2015_09