HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Cyclopropylmethoxy-4-(4-fluorophenyl)-1-phenylcyclohexanecarbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | 4-(4-Fluorophenyl)-4-hydroxy-1-phenylcyclohexanecarbonitrile | HCID 59442573 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 4-Cyclopropylmethoxy-4-(4-fluorophenyl)-1-phenylcyclohexanecarbonitrile | HCID 59442649 | — |
Reaction Steps
500 mg of 4-(4-fluorophenyl)-4-hydroxy-1-phenylcyclohexanecarbonitrile were dissolved in 10 ml of dry dimethyl sulfoxide, treated with 190 mg of potassium hydroxide and stirred for 30 min at room temperature. Subsequently, 0.17 ml of bromomethylcyclopropane were slowly added dropwise. The reaction mixture was stirred for 24 h, treated with water and extracted with EA. The combined organic phases were dried over magnesium sulfate and the solvent was removed in vacuo. The crude product, a clear oil, was purified by chromatography on silica gel using HEP/EA (2:1). 510 mg of the title compound were obtained as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076324B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-3b8184610c2c408682f11d170eb38f11 |
| Source note | uspto-grants-2011_12 |