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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584255Generated: November 1, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 5-Azidomethyl-4-methyl-1-tritylimidazole

https://huagongshe.com/reaction/1584255

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant1-Triphenylmethyl-4-methyl-5-hydroxymethylimidazoleHCID 21224555—
SolventTetrahydrofuranHCID 8028—
Product5-Azidomethyl-4-methyl-1-tritylimidazoleHCID 21224561—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1-trityl-4-methyl-5-imidazolemethanol (3.7 g, 10 mmol) and DPPA (3.0 ml, 13 mmol) in THF (100 ml) was added DBU (2.0 ml, 13 mmol). The resulting solution was heated to 60° C. for 2 h. The solvents were removed in vacuo and the residue purified by flash chromatography (2:1 hexane/ethyl acetate) to give of the title compound. 1H NMR (CDCl3) d 1.42 (s, 3 H), 4.22 (s, 2 H), 7.10-7.35 (m, 16 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05932606
Source datasetuspto-grants-1999_08
ORD IDord-07c82abb677c45e7bfcab23c1c4499b5
Source noteuspto-grants-1999_08