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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487621Generated: October 31, 2026

Ethanolamine → Aziridin-1-yl(3-methoxy-4-nitrophenyl)methanone

https://huagongshe.com/reaction/1487621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant3-Methoxy-4-nitrobenzoic acidHCID 78764—
SolventTolueneHCID 1140—
ProductAziridin-1-yl(3-methoxy-4-nitrophenyl)methanoneHCID 8672645034%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 3-methoxy-4-nitrobenzoic acid (1 equiv) in toluene (0.21 M) was added triphenyl phosphine (1.5 equiv), carbon tetrabromide (1.6 equiv), TEA (2 equiv) and 2-aminoethanol (0.7 equiv). Then the resulting mixture was stirred at 80° C. for 1 h. The reaction mixture was filtered, the filtrate was concentrated and the crude was purified by reverse phase HPLC (10%-95% acetonitrile in water) to give the title compound (34% yield) as a yellow solid. MS (ESI) m/z 223.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428509B2
Source datasetuspto-grants-2016_08
ORD IDord-40eccb94854a4207a6d508678f09034c
Source noteuspto-grants-2016_08