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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010718Generated: October 30, 2026

Hydrochloric Acid → HCID 67021617, compound

https://huagongshe.com/reaction/1010718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,10-PhenanthrolineHCID 1318—
ReactantBenzimidazoleHCID 5798—
ReactantCesium carbonateHCID 10796—
Reactant4-Iodophenylacetic acidHCID 137214—
Catalyst(1E,4E)-1,5-Diphenyl-1,4-pentadien-3-oneHCID 640180—
SolventO-XyleneHCID 7237—
SolventSodium HydroxideHCID 14798—
ProductHCID 67021617HCID 6702161784.5%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of 4.4 g of 4-iodophenylacetic acid, 2.98 g of benzoimidazole, 197 mg of trans,trans-dibenzylideneacetone, 3.33 g of 1,10-phenanthroline, 211 mg of copper (I) trifluoromethanesulfonate benzene complex and 6 g of Cs2CO3 in 12 ml of xylene is stirred for 88 hours at 125° C. The mixture obtained is allowed to cool to rt and concentrated in vacuo. The concentration residue obtained is dissolved in 1N NaOH aqueous solution and the mixture obtained is extracted with EtOAc. The pH of the aqueous layer obtained is adjusted to acidic pH by addition of 1N HCl aqueous solution. A precipitate forms and is collected by vacuum filtration (batch 1) is collected by vacuum filtration. The aqueous phase from the filtrate obtained is extracted with CH2Cl2. The organic phase is dried (Na2SO4), filtered and concentrated. The concentration residue obtained (batch 2) is combined with batch 1 and triturated in Et2O. 3.58 g of (4-benzoimidazol-1-yl-phenyl)-acetic acid are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977338B2
Source datasetuspto-grants-2011_07
ORD IDord-91e6258dec0a4b6aa63f7a44459051c4
Source noteuspto-grants-2011_07