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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552452Generated: October 29, 2026

Dimethylformamide → 5-(4-Bromobutoxy)-4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran

https://huagongshe.com/reaction/552452

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1,4-DibromobutaneHCID 8056—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran-5-olHCID 57900816—
SolventWaterHCID 962—
Product5-(4-Bromobutoxy)-4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuranHCID 5790078199%

Reaction Steps

A N,N-Dimethylformamide (10 mL) solution of 4-propyl-1,1-bis(trifluoromethyl)-1,3-dihydroisobenzofuran-5-ol (800 mg, 2.55 mol), 1,4-dibromobutane (2.75 mL, 12.73 mmol) and potassium carbonate (528 mg, 3.82 mmol) was stirred at room temperature overnight. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with saturated saline, dried using anhydrous sodium sulfate, and concentrated in vacuum. The obtained residue was purified by silica-gel column chromatography (hexane:ethyl acetate=50:1) and the title compound (1.136 g, 99%) was obtained as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951822B2
Source datasetuspto-grants-2011_05
ORD IDord-7b3af3f32a94410e963abafdad80b924
Source noteuspto-grants-2011_05