Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 730807Generated: October 29, 2026

Sodium Hydroxide → 4-bromo-2-nitro-5-(trifluoromethyl)aniline

https://huagongshe.com/reaction/730807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantN-[4-Bromo-2-nitro-5-(trifluoromethyl)phenyl]acetamideHCID 11709640—
SolventMethanolHCID 887—
Product4-bromo-2-nitro-5-(trifluoromethyl)anilineHCID 11694872—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of the acetamide from step (b) above (4.5 g, 14 mmol) in MeOH (8 mL) was added aqueous 3N NaOH (50 mL) at room temperature. The reaction mixture was stirred at 90° C. for 2 h, cooled to room temperature and extracted with EtOAc (4×50 mL). The combined organic extracts were washed with 1% aqueous HCl and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (15% EtOAc/hexane) to give the title compound as a yellow solid. MS (ESI, neg. ion) m/z: 282.9 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07582761B2
Source datasetuspto-grants-2009_09
ORD IDord-4fe04da0476f4578a47828177a6b3108
Source noteuspto-grants-2009_09