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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1824585Generated: October 26, 2026

2-Fluoroaniline → 2-Fluoro-4-(1-bromo-1,1,2,3,3,3-hexafluoro-2-propyl)aniline

https://huagongshe.com/reaction/1824585

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-FluoroanilineHCID 9584—
ReactantSodium CarbonateHCID 10340—
ReactantSodium DithioniteHCID 24489—
Reactant1,2-Dibromo-1,1,2,3,3,3-hexafluoropropaneHCID 69579—
ReactantSodium BicarbonateHCID 516892—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventWaterHCID 962—
Solventtert-Butyl methyl etherHCID 15413—
Product2-Fluoro-4-(1-bromo-1,1,2,3,3,3-hexafluoro-2-propyl)anilineHCID 23064968—

Reaction Steps

First 195.86 g (1.12 mol) of sodium dithionite and then 50 g (0.45 mol) of 2-fluoroaniline were added at room temperature to a mixture of 450 ml of water, 225 ml of tert-butyl methyl ether, 94.50 (1.12 mol) of sodium hydrogencarbonate and 18.33 g of tetra-n-butylammonium hydrogensulphate. Subsequently, a solution of 348.54 g of 1,2-dibromo-1,1,2,3,3,3-hexafluoropropane in 200 ml of tert-butyl methyl ether was added dropwise at 35–40° C. and, on completion of addition, the mixture was stirred at RT overnight. Sodium carbonate was used to adjust to a pH of 5 and the organic phase was removed, dried and concentrated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07041852B2
Source datasetuspto-grants-2006_05
ORD IDord-adc583f09e2c4e36a91fb99785c43650
Source noteuspto-grants-2006_05