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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433097Generated: October 25, 2026

Water → 1-(4,4,4-Trifluorobutyl)-6-bromo-benzo[cd]indol-2(1h)-one

https://huagongshe.com/reaction/433097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-8-naphtholactamHCID 754763—
Reactant1,1,1-Trifluoro-4-iodobutaneHCID 2775189—
SolventDimethylformamideHCID 6228—
Product1-(4,4,4-Trifluorobutyl)-6-bromo-benzo[cd]indol-2(1h)-oneHCID 1875794085.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solutiion of 6-bromo-benzo[cd]indol-2(1H)-one (1 g, 4 mmol) in N,N-dimethyl formamide was added K2CO3 (5.53 g, 40 mmol) and the resulting mixture was stirred for 0.5 hour under nitrogen. 4,4,4-trifluorobutyl iodide (915 mg, 4 mmol ) was next injected to the solution and the mixture was heated at 60° C. for 18 hours. The reaction media was next poured into 200 ml water and extracted with trichloromethane (3×100 ml). Column chromatography using gradient ethyl acetate in hexane (10˜20%) gave the desired product (1.225 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06667303B1
Source datasetuspto-grants-2003_12
ORD IDord-304023f8ba8d4a27b8bbd5781f6360cb
Source noteuspto-grants-2003_12