HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[4-(Cyclopropanecarbonylamino)cyclohexyloxy]benzoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | 4-(4-Aminocyclohexyloxy)benzoic acid ethyl ester | HCID 16756169 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[4-(Cyclopropanecarbonylamino)cyclohexyloxy]benzoic acid ethyl ester | HCID 66630299 | 91% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08053447B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-60180c7fb27741359338b59280b48d85 |
| Source note | uspto-grants-2011_11 |