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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553389Generated: October 26, 2026

Water → 3-(2-Nitrobenzyl)-[1,3]-oxazinan-2-one

https://huagongshe.com/reaction/553389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
Reactant3-((2-Nitrobenzyl)amino)propan-1-olHCID 28715654—
SolventChloroformHCID 6212—
Product3-(2-Nitrobenzyl)-[1,3]-oxazinan-2-oneHCID 6746146463%

Reaction Conditions

Temperature0 °C

Reaction Steps

3-(2-Nitrobenzylamino)-1-propanol (1.03 g, 4.90 mmol) was dissolved in chloroform (20 ml) and the reaction solution was cooled to 0° C. Then triethylamine (1.98 g, 19.6 mmol), triphosgene (0.58 g, 1.95 mmol) were added thereto and the mixture was stirred at the same temperature for 1.5 hours. The reaction mixture was added with water and extracted with ethyl acetate and after the organic layer was washed with a saturated brine, it was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4) and 3-(2-nitrobenzyl)-[1,3]-oxazinan-2-one (0.29 g) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048825B2
Source datasetuspto-grants-2011_11
ORD IDord-6026ad72fdd640108e0a54a990fa2e25
Source noteuspto-grants-2011_11