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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929686Generated: October 29, 2026

Morpholine → 2-Morpholin-4-yl-5-nitrophenol

https://huagongshe.com/reaction/929686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-5-nitrophenolHCID 12867136—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-Morpholin-4-yl-5-nitrophenolHCID 23071565—

Reaction Conditions

Temperature200 °C

Reaction Steps

Morpholine (59.9 mg, 0.688 mmol) was added to a solution of 2-bromo-5-nitrophenol (100 mg, 0.459 mmol) and triethylamine (0.070 ml, 0.505 mmol) in NMP. The reaction mixture was heated via microwave irradiation to 200° C. for 1 h. The reaction was monitored by TLC. After completion of the reaction and following cooling, the solvent was removed in vacuo and the resulting crude material was purified by flash column chromatography (2% CH3OH/CH2Cl2) to provide the title compound as a solid. 1H NMR: (CDCl3, 400 MHz): δ 7.82-7.79 (m, 2H), 7.20 (m, 1H), 6.69 (bs, 1H), 3.89 (m, 4H), 2.95 (m, 4H). ESI-MS: 225.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296703B2
Source datasetuspto-grants-2016_03
ORD IDord-d3c0331f51b243af80593319db5fa2c5
Source noteuspto-grants-2016_03