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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167634Generated: November 2, 2026

Dimethylformamide → ST51040321

https://huagongshe.com/reaction/1167634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-NitrophenolHCID 6947—
ReactantSodium hydrideHCID 24758—
ReactantBromomethyl methyl etherHCID 83093—
ProductST51040321HCID 1221018588%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of hydroxynitrobenzene (21.2 g, 0.125 mol) in DMF (250 ml) was added sodium hydride (4.5 g, 0.188 mol) at 0° C. under argon. The mixture was allowed to stir at 0° C. for 1 h, then bromomethyl methylether (22 ml, 0.150 mol) was added. After stirring for 18 h at rt the reaction was quenched with water. The mixture was extracted with ethyl acetate (3×30 ml) and the combined organic extracts were washed with brine and dried (Na2SO4). Removal of the solvent under reduce pressure gave the title compound as a brown oil (23.4 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620826B2
Source datasetuspto-grants-2003_09
ORD IDord-e130adefaa7b476db8a01eac5761c489
Source noteuspto-grants-2003_09