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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1890387Generated: November 1, 2026

5-Fluoro-2-nitrobenzotrifluoride → 4-(4-Nitro-3-trifluoromethyl-phenylamino)-cyclohexanol

https://huagongshe.com/reaction/1890387

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Fluoro-2-nitrobenzotrifluorideHCID 223094—
ReactantHCID 178511715HCID 178511715—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
Product4-(4-Nitro-3-trifluoromethyl-phenylamino)-cyclohexanolHCID 43386224—

Reaction Conditions

Temperature95 °C

Reaction Steps

5-Fluoro-2-nitrobenzotrifluoride (400 mg, 1.91 mmol) and trans-4-aminocyclohexanol (220 mg, 1.91 mmol) are dissolved in dimethylsulfoxide (10 mL) and the reaction is then heated at 95° C. for 3.5 hours. After cooling to room temperature, the mixture is diluted with dichloromethane (15 mL) and washed with water (3×10 mL). The organic phase is collected and dried over sodium sulphate, filtered and concentrated under reduced pressure. The crude product is recrystallised from petrol ether. The desired product is finally isolated as a yellow solid (84% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507474B2
Source datasetuspto-grants-2013_08
ORD IDord-9623d8423d6244eb89a4c3da0adb3087
Source noteuspto-grants-2013_08