HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22599778, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-6-phenylpyrimidine | HCID 593429 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22599778 | HCID 22599778 | 88.8% |
Reaction Steps
In 5 ml of tetrahydrofuran were dissolved 194 mg of 4-chloro-6-phenylpyrimidine and 68 mg of 2-propyn-1-ol, to which 50 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-phenyl-6-(2-propynyloxy)pyrimidine (the present compound (37)), m.p.: 65.1° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06838463B2 |
| Source dataset | uspto-grants-2005_01 |
| ORD ID | ord-9f23a378ec5943f382eb2489d4ca7921 |
| Source note | uspto-grants-2005_01 |