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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1601088Generated: October 30, 2026

Triethylamine → tert-butyl2-methyl-1H-benzo[d]imidazole-1-carboxylate

https://huagongshe.com/reaction/1601088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-MethylbenzimidazoleHCID 11984—
ReactantDi-tert-butyl dicarbonateHCID 90495—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Producttert-butyl2-methyl-1H-benzo[d]imidazole-1-carboxylateHCID 11183867100%

Reaction Steps

A mixture of 2-methylbenzimidazole (1.5 g, 11.35 mmole), Et3N (1.66 mL, 11.92 mmole), DMAP (0.20 g, 1.6 mmole), and (BOC)2O (2.60 g, 11.92 mmole) in anhydrous CH2Cl2 (15 mL) was stirred at RT for 24 hr, then was concentrated. The residue was taken up in H2O, stirred, and filtered to afford the title compound as a colorless solid (2.63 g, 100%): mp 71-72° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05977101
Source datasetuspto-grants-1999_11
ORD IDord-1667515bcfc64d99a64ed3310f84c053
Source noteuspto-grants-1999_11