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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430402Generated: October 26, 2026

Benzyl Alcohol → 5-benzyloxy-N-methyl-2-nitroaniline

https://huagongshe.com/reaction/1430402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantDimethylformamideHCID 6228—
Reactant5-fluoro-N-methyl-2-nitroanilineHCID 22905774—
ReactantSodium t-butoxideHCID 23676156—
SolventWaterHCID 962—
Product5-benzyloxy-N-methyl-2-nitroanilineHCID 6795405192%

Reaction Steps

Sodium t-butoxide (865 mg, 9 mmol) was added to a N,N-dimethylformamide (5 mL) solution of benzyl alcohol (0.93 mL, 9 mmol), and the mixture was stirred at room temperature for 30 minutes. Thereafter, 5-fluoro-N-methyl-2-nitroaniline (510 mg, 3 mmol) was added thereto, and the mixture was stirred at room temperature for 3 hours. Water was added to the reaction solution, and precipitated crystals were collected by filtration. The resulting crystals were washed with water, and dried at 50° C., thereby obtaining 710 mg of orange, powdery 5-benzyloxy-N-methyl-2-nitroaniline (yield: 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940889B2
Source datasetuspto-grants-2015_01
ORD IDord-02d2e3da0d96452c9c238046206976ed
Source noteuspto-grants-2015_01