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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993844Generated: October 31, 2026

Toluene → HCID 11994152, compound

https://huagongshe.com/reaction/1993844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
Reactant1-(4-Bromobenzyl)-1H-imidazoleHCID 2989557—
ReactantHCID 66775914HCID 66775914—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
ProductHCID 11994152HCID 1199415253%

Reaction Steps

The crude product from step (b) above (1.2 g, 3.83 mmol), 1-(4-bromobenzyl)-1H-imidazole (98.8 mg, 0.416 mmol, see Example 1(d) above), Pd(PPh3)4 (29 mg, 0.25 mmol), NaOH (3 mL, 1M, 3 mmol), toluene (15 mL) and ethanol (3 mL) were mixed under N2 (g). The mixture was heated to reflux for 2 h. The reaction mixture was then diluted with ethyl acetate (150 mL) and washed with water and brine. The organic phase was dried over MgSO4 and the solvent was removed in vacuo. Purification using column chromatography with CHCl3: MeOH (20:1) as eluent yielded the sub-title compound (93.7 mg, 0.220 mmol) in 53% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652054B2
Source datasetuspto-grants-2010_01
ORD IDord-e3ef9b0798f74a7390e08f26629107fc
Source noteuspto-grants-2010_01