HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilyl cyanide → 2-(3-Hydroxypropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | 5-(1,3-Dioxan-2-yl)-2-methylpyrimidine | HCID 86716234 | — |
| Catalyst | zinc(II)iodide | HCID 9883512 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(3-Hydroxypropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile | HCID 86716235 | — |
Reaction Steps
To an ice-cold solution of 5-(1,3-dioxan-2-yl)-2-methylpyrimidine (140 mg, 0.78 mmol) in DCM (5.0 ml) was added zinc iodide (124 mg, 0.39 mmol). Trimethylsilyl cyanide (116 mg, 0.155 ml, 1.17 mmol) was added dropwise over a period of 10 minutes. Cooling was removed and the reaction was stirred for 40 hours at room temperature. The mixture was poured into H2O (20 mL) and extracted with DCM (3×20 mL), the combined org. phases were washed with brine, dried over MgSO4 and concetrated in vacuo. The crude product was used for next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102591B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-477fabcd63da4690bd2f007b21273973 |
| Source note | uspto-grants-2015_08 |