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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514047Generated: October 30, 2026

Potassium Carbonate → HCID 67126072, compound

https://huagongshe.com/reaction/514047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
ReactantHCID 67126073HCID 67126073—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventToluene ethanolHCID 21863594—
ProductHCID 67126072HCID 6712607236.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of ethyl 2-(5-bromo-1-(4-chlorophenyl)-3-methylnaphthalen-2-yl)-2-tert-butoxyacetate (100 mg, 0.204 mmol) and 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane (0.086 mL, 0.61 mmol) in toluene:ethanol (2:1, 3 mL) and water (1 mL) was added potassium carbonate (282 mg, 2.04 mmol) and PdCl2(dppf) (15 mg, 0.02 mmol) and the reaction was degassed with argon for 10 minutes. The reaction was heated to 100° C. for 20 minutes in a microwave reactor. The crude reaction was purified by flash column chromatography (silica gel, ethyl acetate/hexanes) to give a yellow oil (32 mg) 1H-NMR: 400 MHz, (CD3OD) δ: 8.08-7.87 (m, 2H), 7.87 (s, 1H), 7.65-7.35 (m, 1H), 7.26 (m, 2H), 7.15 (d, J=7.2 Hz, 1H), 7.09 (d, J=8.0 Hz, 1H). 5.10 (s, 1H), 4.14 (m, 2H), 2.69 (s, 3H), 2.65 (s, 3H), 1.20 (t, J=6.8 Hz, 3H), 0.99 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102614B2
Source datasetuspto-grants-2015_08
ORD IDord-f58c6b496f5f4f5f99b31492c34d67d0
Source noteuspto-grants-2015_08