HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 5,6-Diphenyl-2-(5-hydroxy-1-pentyn-1-yl)pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 5,6-Diphenyl-2-[5-(2-tetrahydropyranyloxy)-1-pentyn-1-yl]pyrazine | HCID 22931955 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5,6-Diphenyl-2-(5-hydroxy-1-pentyn-1-yl)pyrazine | HCID 22931946 | 70.8% |
Reaction Steps
To a solution of 1.79 g of 5,6-diphenyl-2-[5-(2-tetrahydropyranyloxy)-1-pentyn-1-yl]pyrazine in methanol, 1.13 g of pyridinium p-toluenesulfonate was added and the mixture was heated at reflux for 30 minutes. The reaction solution was poured into ice water while stirring, extracted with ethyl acetate and then dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resulting crystal was recrystallized from diisopropyl ether to obtain 1.00 g of the desired compound as a yellow crystal having a melting point of 88 to 90° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07205302B2 |
| Source dataset | uspto-grants-2007_04 |
| ORD ID | ord-fd04997f8c6f45868b02f0b8769f2275 |
| Source note | uspto-grants-2007_04 |