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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 1-Triphenylmethyl-4-methyl-5-hydroxymethylimidazole | HCID 21224555 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Azidomethyl-4-methyl-1-tritylimidazole | HCID 21224561 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05932606 |
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| Source dataset | uspto-grants-1999_08 |
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| ORD ID | ord-07c82abb677c45e7bfcab23c1c4499b5 |
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| Source note | uspto-grants-1999_08 |
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