Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | HCID 178511250 | HCID 178511250 | — |
| Lösungsmittel | Diethyl ether methanol | HCID 21864698 | — |
| Produkt | HCID 178511251 | HCID 178511251 | 98,6% |
Reaktionsschritte
A suspension of 829 mg of sodium borohydride in 20 ml of methanol/diethyl ether (vol. 9:1) was treated dropwise within 5 minutes at 0° C. with a solution of 3.0 g of trans-4-cyanocyclohexanecarboxaldehyde in 30 ml of methanol/diethyl ether (vol. 9:1). The reaction mixture was stirred for a further 2 hours at 10° C., then treated with 10 ml of dilute hydrochloric acid and partitioned in methylene chloride/water. The aqueous phase was extracted three times with methylene chloride. The organic phases were washed twice with water, dried over magnesium sulphate, filtered and concentrated. There were obtained 3.0 g (98%) of trans-4-(hydroxymethyl)cyclohexanecarbonitrile as a colourless oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04709030 |
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| Quelldatensatz | uspto-grants-1987_11 |
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| ORD ID | ord-25658ef0835a4e17a0aea5913d48d4a1 |
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| Quellennotiz | uspto-grants-1987_11 |
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