Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 178444408 | HCID 178444408 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178444410 | HCID 178444410 | 87% |
Reaction Steps
A solution of 7.08 g of p-[2-(trans-4-pentylcyclohexyl)ethyl]benzonitrile in 50 ml of absolute toluene was placed at 0° C. in a sulphonation flask under argon gasification and treated within 15 minutes with 29 ml of a 1.21N solution of diisobutylaluminium hydride in toluene in such a manner that the internal temperature did not exceed 5° C. After completion of the addition, the mixture was stirred at room temperature for a further 2 hours, then treated cautiously with 50 ml of 0.5N sulphuric acid and extracted three times with 100 ml of diethyl ether each time. The organic phases were washed twice with 50 ml of semi-saturated sodium chloride solution each time, dried over magnesium sulphate and concentrated. There were obtained 6.20 g (87%) of p-[2-(trans-4-pentylcyclohexyl)ethyl]benzaldehyde as a colourless viscous oil (purity 97%) which was used without additional purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04528114 |
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| Source dataset | uspto-grants-1985_07 |
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| ORD ID | ord-30190c9c47bb4bec91501724b7dfdcf8 |
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| Source note | uspto-grants-1985_07 |
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