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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1371039Generated: October 30, 2026

Sodium hydride → methyl 4-(benzotriazol-1-ylmethyl)benzoate

https://huagongshe.com/reaction/1371039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
ReactantHCID 178418385HCID 178418385—
SolventDimethylformamideHCID 6228—
SolventAmmonium ChlorideHCID 25517—
Productmethyl 4-(benzotriazol-1-ylmethyl)benzoateHCID 282333951.4%

Reaction Steps

To a solution of benzotriazole (1.14 g, 9.6 mmol) in DMF (25 mL) at 0° C. was added methyl 4-bromomethylbenzoate (2.22, 9.6 mmol) and NaH (12.25 mmol, 60% in oil). After stirring for 2 h, the mixture was diluted with aqueous NH4Cl, extracted with EtOAc. The EtOAc extract was washed H2O (3×), dried (MgSO4) and concentrated. The residue was chromatographed to give 1.32 g (51%) of the title compound as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06583126B2
Source datasetuspto-grants-2003_06
ORD IDord-24c3a4e6bd684e3eaea9ab165410e5fd
Source noteuspto-grants-2003_06