Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | N-bromobutanimide | HCID 67184 | — |
| Edukt | 5-(Hydroxymethyl)furfural | HCID 237332 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 5-(Bromomethyl)-2-furaldehyde | HCID 11970491 | 87% |
Reaktionsschritte
To a solution of 3.4 g (26.7 mmol) of 5-(hydroxymethyl)furan-2-carboxaldehyde and 7.78 g (29.4 mmol) of triphenylphosphine in 300 ml of dichloromethane at −5° C. are added 5.28 g (29.4 mmol) of N-bromosuccinimide in 10 min. The mixture is stirred at −5° C. for 30 min. The mixture is then concentrated and the residue is purified by chromatography on silica (cyclohexane/AcOet: 7:3) to yield 4.38 g (87%) of 5-(bromomethyl)furan-2-carboxaldehyde in the form of a brown solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08889711B2 |
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| Quelldatensatz | uspto-grants-2014_11 |
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| ORD ID | ord-3384ac6afaf846c187cbe481e7a64ad1 |
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| Quellennotiz | uspto-grants-2014_11 |
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