HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 2-[4-(Cyanomethoxy)phenyl]-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | 4-[3-[4-[2-(1-Pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophen-2-yl]phenol | HCID 22462655 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 2-[4-(Cyanomethoxy)phenyl]-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene | HCID 22462772 | — |
Reaction Steps
A suspension of 2-(4-hydroxyphenyl)-3-[4-[2-(1-pyrrolidinyl)ethoxy]benzyl]benzo[b]thiophene (102 mg) and cesium carbonate (386 mg) in DMF (3.0 mL) was treated with bromoacetonitrile (20 μL) while stirring at ambient temperature. Stirring was continued for 2 h and the reaction mixture was diluted with brine (30 mL) and extracted with EtOAc (20 mL×3). The combined organic layers were dried with sodium sulfate and concentrated under reduced pressure. Chromatography with Et3N-EtOAc (0-5%) afforded the product (98 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06391901B1 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-a277ccfb9d624d8b9101e9d8fe43aa2d |
| Source note | uspto-grants-2002_05 |