HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 2-(4-Benzyloxy-benzoyl)-4-cyclohexyl-butyric acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | (2-Bromoethyl)cyclohexane | HCID 15440 | — |
| Reactant | 3-(4-Benzyloxy-phenyl)-3-oxo-propionic acid ethyl ester potassium salt | HCID 69155519 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Benzyloxy-benzoyl)-4-cyclohexyl-butyric acid ethyl ester | HCID 58825019 | 70% |
Reaction Steps
A mixture 100 mg (0.3 mmol) of 3-(4-benzyloxy-phenyl)-3-oxo-propionic acid ethyl ester potassium salt, 86 mg (0.45 mmol) of 2-cyclohexylethyl bromide, and 17 mg (0.1 mmol) of potassium iodide (KI) in 1 mL of dimethylformamide (DMF) in a 4 mL vial was shaken in a sand bath at 80° C. overnight. The mixture was then concentrated to give a residue which was purified via reverse-phase chromatography (Gilson) to afford (after lyophilization) 85 mg (70% yield) of 2-(4-benzyloxy-benzoyl)-4-cyclohexyl-butyric acid ethyl ester as a solid as indicated by LC-MS—calcd for C26H32O2 [M++H]+: 409.23, found: 409.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07196111B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-ce49872d4c37463c929ed0d247a8b058 |
| Source note | uspto-grants-2007_03 |