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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1767588Generated: October 26, 2026

Trifluoroacetic acid → (5-Cyclopropylmethoxy-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1767588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantPotassium HydroxideHCID 14797—
ReactantCyclopropanemethanolHCID 75644—
Reactant5-Chloro-2-nitro-4-(trifluoromethyl)anilineHCID 2773813—
Reactant5-Cyclopropyl-methoxy-2-nitro-4-trifluoromethyl-phenylamineHCID 22317545—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
Product(5-Cyclopropylmethoxy-2-nitro-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl esterHCID 69486933—

Reaction Steps

Compound A14 was prepared via the di-Boc-compound from 5-cyclopropyl-meth-oxy-2-nitro-4-trifluoromethyl-phenylamine [prepared by stirring commercially available 5-chloro-2-nitro-4-trifluoromethyl-phenylamine [CAS-No. 35375-74-7], (hydroxy-methyl)cyclopropane and KOH in DMSO at 23° C. for 4 days and at 60° C. for 7 days] (4.49 g, 16.3 mmol) and Boc20 (7.45 g, 34.1 mmol), followed by treatment with 2 eq. TFA in CH2Cl2 according to the general procedure A (method c).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07235547B2
Source datasetuspto-grants-2007_06
ORD IDord-2322963e6e6542d49444e48152e0181c
Source noteuspto-grants-2007_06