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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555379Generated: October 26, 2026

Water → 4-[4-(Cyclopropanecarbonylamino)cyclohexyloxy]benzoic acid ethyl ester

https://huagongshe.com/reaction/555379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
Reactant4-(4-Aminocyclohexyloxy)benzoic acid ethyl esterHCID 16756169—
SolventDichloromethaneHCID 6344—
Product4-[4-(Cyclopropanecarbonylamino)cyclohexyloxy]benzoic acid ethyl esterHCID 6663029991%

Reaction Steps

To a solution of 4-(4-aminocyclohexyloxy)benzoic acid ethyl ester (4.15 g, 15.76 mmol) in DCM (40 mL) at 0° C. was added TEA (1.6 g, 15.7 mmol) followed by cyclopropane carbonyl chloride (1.98 g, 18.9 mmol) over a period of 1 hr. Stirring was continued at 0-5° C. for 2 h. Water (40 mL) was then added and extracted with EtOAc. The organic layer was washed with 2N HCl, satd.NaHCO3 and brine solution. It was dried and concentrated under vacuum affording 4.75 g (91%) of 4-[4-(cyclopropanecarbonyl-amino)-cyclohexyloxy]-benzoic acid ethyl ester as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053447B2
Source datasetuspto-grants-2011_11
ORD IDord-60180c7fb27741359338b59280b48d85
Source noteuspto-grants-2011_11