Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251862Generated: November 2, 2026

Trifluoroacetic acid → 3-bromomethyl-7-nitro-3H-isobenzofuran-1-one

https://huagongshe.com/reaction/2251862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant2-(2-Bromoacetyl)-6-nitro-benzoic acid methyl esterHCID 59644397—
SolventDichloromethaneHCID 6344—
Product3-bromomethyl-7-nitro-3H-isobenzofuran-1-oneHCID 59644387—

Reaction Conditions

Temperature70 °C

Reaction Steps

TFA (50 mL) was added to a mixture of 2-(2-bromo-acetyl)-6-nitro-benzoic acid methyl ester (3.47 g, 11.5 mmol, Step D) and 20 mL of triethylsilane in 70 mL of anhydrous CH2Cl2. The mixture was stirred at 70° C. for 48 h, the volatiles were removed under reduced pressure, and hexanes were added to the residue. The titled compound was collected by filtration as an off-white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07320992B2
Source datasetuspto-grants-2008_01
ORD IDord-ea17061e676a48f681b911c84c13c810
Source noteuspto-grants-2008_01