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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484380Generated: October 30, 2026

Phosgene → Dabco

https://huagongshe.com/reaction/484380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantMethyl chloroformateHCID 6586—
ReactantBenzyl chloroformateHCID 10387—
ReactantEthyl chloroformateHCID 10928—
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
SolventTriethylamineHCID 8471—
ProductDabcoHCID 9237—
Product1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ProductDiisopropylethylamineHCID 81531—

Reaction Steps

The compound (V) is reacted with a carbonic ester (e.g. diethyl carbonate, dimethyl carbonate, benzyl carbonate) in the presence of a base (e.g. lithium carbonate, sodium carbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, sodium methoxide, sodium ethoxide, diisopropylethylamine, triethylamine) to produce the compound (VI). Alternatively, the compound (V) is reacted with phosgene, methyl chlorocarbonate, ethyl chlorocarbonate, benzyl chlorocarbonate or carbonyl diimidazole or its related compound, if necessary, in the presence of a base (e.g. triethylamine, diisopropylethylamine, 1,4-di azabicyclo[2.2.2]octane, 1,8-diazabicyclo[5.4.0]undec-7-ene) to give the compound (VI).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05231179
Source datasetuspto-grants-1993_07
ORD IDord-755d66e8515f4c249a3065dd09fd5f46
Source noteuspto-grants-1993_07