HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → 6-(2-Pyrimidinyl)-5-hexyn-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Dicyclohexylamine | HCID 7582 | — |
| Reactant | 5-Hexyn-1-ol | HCID 70234 | — |
| Reactant | 2-Bromopyrimidine | HCID 78345 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 6-(2-Pyrimidinyl)-5-hexyn-1-ol | HCID 19876748 | 83.1% |
Reaction Steps
A mixture of 2-bromopyrimidine (3.96 g), 5-hexynol (2.44 g), dicylohexylamine (4 g), BTPC (250 mg), copper (I) iodide (25 mg) and acetonitrile (40 ml) was stirred at ambient temperature under nitrogen for 1 h (temp. rose to ~45°). Ether (120 ml) was added, the mixture was filtered and the filtrate was evaporated in vacuo to an oil which was purified by FCC. Elution with ether followed by System C (17:3) gave the title compound as a pale yellow oil (3.64 g), t.l.c. (System C 17:3) Rf 0.34.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05149698 |
| Source dataset | uspto-grants-1992_09 |
| ORD ID | ord-98e34badcb7c415daa2cc8478faa0e26 |
| Source note | uspto-grants-1992_09 |