HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-(3-Bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Carbon tetrabromide | HCID 11205 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-(3-Hydroxypropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile | HCID 86716235 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(3-Bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile | HCID 86716236 | — |
Reaction Steps
A solution of 2-(3-hydroxypropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile (54 mg, 0.26 mmol) and CBr4 (259 mg, 0.782 mmol) in DCM (3 ml) was cooled at 0° C. Triphenylphosphine (205 mg, 0.782 mmol) in DCM (1 ml) was added dropwise over a period of 5 minutes. The reaction was stirred for 2 hours and then allowed to warm to room temperature. To the mixture was added Et2O (5 mL) and the cloudy solution was filtred through a plug of celite. The resulting solution was concentrated in vacuo and purified by flash chromatography to yield 2-(3-Bromopropoxy)-2-(2-methylpyrimidin-5-yl)acetonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102591B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-90d143287a9847ae8b6caa84e5d782a4 |
| Source note | uspto-grants-2015_08 |