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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1870875Generated: October 31, 2026

Acetonitrile → 1,5-Diazabicyclo(4.3.0)non-5-ene

https://huagongshe.com/reaction/1870875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantNitromethaneHCID 6375—
ReactantNitroethaneHCID 6587—
ReactantTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
Product1,5-Diazabicyclo(4.3.0)non-5-eneHCID 76349—
Product1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—

Reaction Steps

In Step 2, ester 24 is reacted with a substituted or unsubstituted nitroalkane, such as nitromethane or nitroethane, in a polar aprotic solvent, such as acetonitrile, THF or the like, preferably acetonitrile, in the presence of an amine base, such as DBU, DBN, triethylamine or the like, preferably DBU, at a temperature from 0° to 80° C., preferably 25° C., for 24 h to yield nitro ester 25. ##STR29##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100279
Source datasetuspto-grants-2000_08
ORD IDord-4ee7b72a8e064a389b503bcda804e972
Source noteuspto-grants-2000_08