HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfite → 2-(2,3-dihydro-1H-inden-2-yl)acetaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | Ethyl 2-(2,3-dihydro-1H-inden-2-yl)acetate | HCID 10104359 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-(2,3-dihydro-1H-inden-2-yl)acetaldehyde | HCID 11378656 | 89.5% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
Under cooling at -78° C., 1.5M diisobutyl aluminum hydride (DIBAH) dissolved in 65 ml of toluene was added to 19.34 g of ethyl 2-indanacetate dissolved in 200 ml of toluene. The mixture was stirred at the same temperature for 1.5 hours. A 15% sodium sulfite aqueous solution was added to the mixture. After the organic layer was collected by separation, washed and dried, the solvent was removed. The residue was purified by silica gel column chromatography (hexane-ethyl acetate (10:1)) to obtain 13.58 g of 2-indanacetaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05686452 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-dbde515d60f649268e8412683ec0cef0 |
| Source note | uspto-grants-1997_11 |