HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(2-Butynyloxy)-6-phenylpyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Butyn-1-ol | HCID 12991 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-6-phenylpyrimidine | HCID 593429 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-Butynyloxy)-6-phenylpyrimidine | HCID 22599792 | 86.8% |
Reaction Steps
In 5 ml of tetrahydrofuran were dissolved 186 mg of 4-chloro-6-phenylpyrimidine and 82 mg of 2-butyn-1-ol, to which 47 mg of sodium hydride (60% in oil) was added with stirring at room temperature, followed by further stirring for 3 hours. The reaction mixture was then poured into water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated. The resulting residue was subjected to silica gel column chromatography to give 190 mg of 4-(2-butynyloxy)-6-phenylpyrimidine (the present compound (38)), m.p.: 59.6° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291730B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-7daf772ff8cf4bb28127b6ce27419e36 |
| Source note | uspto-grants-2007_11 |