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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623998Generated: October 29, 2026

Cesium carbonate → 2-(2-Methyl-1H-benzimidazol-1-yl)ethan-1-ol

https://huagongshe.com/reaction/623998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-BromoethanolHCID 10898—
Reactant2-MethylbenzimidazoleHCID 11984—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-(2-Methyl-1H-benzimidazol-1-yl)ethan-1-olHCID 761926—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 2-methyl-1H-benzimidazole (3.50 g, 25.95 mmol) in DMF (70.0 mL), Cs2CO3 (12.08 g, 36.33 mmol) and 2-bromoethanol (2.5 mL, 34.15 mmol) was added. After stirring at 150° C. for 1 h, the reaction mixture was allowed to reach rt and was diluted with EtOAc. The org. layer was separated and the aq. layer was extracted with EtOAc (5×). The combined org. layers were washed with brine, dried (MgSO4), filtered and the solvent was removed under reduced pressure to yield 2-(2-methyl-1H-benzoimidazol-1-yl)ethanol which was used in the next step without further purification. LC-MS conditions B: tR=0.25 min, [M+H]+=177.17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303023B2
Source datasetuspto-grants-2016_04
ORD IDord-cb4474b38bf541eba65338aa05caf531
Source noteuspto-grants-2016_04