HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 3-[2(E)-(2-Pyridyl)ethenyl]benzyl alcohol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | trans-3-[2-(7-Chloroquinolin-2-yl)ethenyl]benzyl alcohol | HCID 10827738 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-[2(E)-(2-Pyridyl)ethenyl]benzyl alcohol | HCID 70341855 | — |
Reaction Conditions
| Temperature | -70 °C |
|---|
Reaction Steps
The methyl benzoate (Example 37b part ii) (2.25 g, 9.4 mmol) was dissolved in dry toluene (60 ml) and cooled to -70° C. under nitrogen. 1M DIBAL in dichloromethane (18.8 ml, 18.8 mmol) was added over 15 minutes and the reaction mixture allowed to warm up to -30° C. for 30 minutes. The reaction was quenched by careful addition of methanol (8 ml), then water, and after filtration through Celite the organic phase was evaporated in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05281593 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-f12ccb71f6ac4577a2b2f68c674ebacb |
| Source note | uspto-grants-1994_01 |