HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Methyl-4-phenyl-6-(2-butynyloxy)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Butyn-1-ol | HCID 12991 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-2-methyl-6-phenylpyrimidine | HCID 796128 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Methyl-4-phenyl-6-(2-butynyloxy)pyrimidine | HCID 22599689 | 71.3% |
Reaction Steps
In 10 ml of N,N-dimethylformamide were dissolved 313 mg of 4-chloro-2-methyl-6-phenylpyrimidine and 118 mg of 2-butyn-1-ol, to which 67 mg of sodium hydride (60% in oil) was added, followed by stirring at room temperature for 12 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 260 mg of 2-methyl-4-phenyl-6-(2-butynyloxy)pyrimidine (the present compound (78)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291730B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-fc9fd6b69ba14003b2e3d6a235acd0ba |
| Source note | uspto-grants-2007_11 |