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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 607263Generated: October 29, 2026

Triethylamine → HCID 66808413, compound

https://huagongshe.com/reaction/607263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenylboronic AcidHCID 66827—
Reactant4-(2-Amino-4-methyl-phenylsulfanyl)-phenolHCID 66808123—
CatalystCupric acetateHCID 8895—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 66808413HCID 6680841398%

Reaction Steps

The product from Example 6c (0.500 g, 1.91 mmol) was dissolved in CH2Cl2 along with phenyl boronic acid (0.701 g, 5.74 mmol), copper(II) acetate (0.659 g, 3.83 mmol), and triethylamine (0.387 g, 3.83 mmol). Stirred at room temperature for 48 h, at which time 2 more equivalents of each reagent was added. Stirred at room temperature for another 16 h at which time another 2 eq of each reagent was added. Stirred at room temperature for another 16 h. The reaction was diluted with water and extracted with ethyl acetate Dried over Na2SO4, filtered and concentrated under vacuum giving the crude product which was purified silica gel column chromatography eluting with 20% EtOAc/hexane (0.100 g, 15%). The product was reduced with SnCl2 following the procedure from Example 5I to give the title compound (90 mg, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915411B2
Source datasetuspto-grants-2011_03
ORD IDord-0ec1732eeaee40c9931b350747e8f793
Source noteuspto-grants-2011_03