Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Benzaldehyde | HCID 240 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Edukt | Homoserine lactone hydrobromide | HCID 73508 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-(Benzylideneamino)dihydrofuran-2(3H)-one | HCID 14083123 | — |
Reaktionsschritte
To a mixture of 3.84 g of α-amino-γ-butyrolactone hydrogenbromide in 40 ml of dichloromethane is added 2.15 ml of benzaldehyde, followed by5.9 ml of triethylamine and excess magnesium sulfate. After stirring at room temperature for 20 hours, the mixture is filtered and the filtrate concentrated. A 200 ml portion of ether is added and the resulting suspension filtered. The filtrate is washed with 50 ml of saturated aqueous sodium chloride. The aqueous phase is extracted with two 100 ml portions of ether. The combined organic phase is dried (magnesium sulfate), filtered, and then concentrated. The residue is evaporatively distilled at 0.05 mmHg (Krugelrohr oven 200°-250° C.) to give 3.5 g of N-benzylidene-α-amino-γ-butyrolactone as an oil which solidifies on storage in a freezer:
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04705846 |
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| Quelldatensatz | uspto-grants-1987_11 |
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| ORD ID | ord-97ec6b88068f4390900188ddec71c939 |
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| Quellennotiz | uspto-grants-1987_11 |
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