HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Chloride → 3-[4-(3-Cyclopentyloxy-4-cyclopropylmethoxyphenyl)-2-oxo-pyrrolidin-1-yl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Chloride | HCID 6327 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | 3-[4-(3-Cyclopentyloxy-4-hydroxyphenyl)-2-oxo-pyrrolidin-1-yl]benzonitrile | HCID 68828393 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-[4-(3-Cyclopentyloxy-4-cyclopropylmethoxyphenyl)-2-oxo-pyrrolidin-1-yl]benzonitrile | HCID 68827846 | 83% |
Reaction Steps
A mixture of 3-[4-(3-cyclopentyloxy-4-hydroxyphenyl)-2-oxo-pyrrolidin-1-yl]benzonitrile (1 mmol), potassium carbonate (2.5 mmol), cyclopropylmethyl bromide (2 mmol) in DMF was created in a dry round bottom flask. The mixture was stirred for 20 h, diluted with EtOAc (or CH3Cl) and filtered through celite. The filtrate was washed with water and then brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give pure product. Yield: 83%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601742B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-127bfaad8eba44bba539c86125346336 |
| Source note | uspto-grants-2009_10 |