Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Morpholine | HCID 8083 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 3-Nitrobenzoic acid | HCID 8497 | — |
| Edukt | Oxalyl chloride | HCID 65578 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Morpholino(3-nitrophenyl)methanone | HCID 225453 | 69,4% |
Reaktionsschritte
To stirred solution of 3-nitrobenzoic acid (5 g, 29.9 mmol) in DCM: DMF (30 ml, 29:1) was added oxalyl chloride (3.14 ml, 35.9 mmol) dropwise at RT. Resulting reaction mixture was stirred for 1 h. The mixture was concentrated and the residue was dissolved in DCM (25 ml), the reaction mixture was cooled to 0° C. and triethylamine (6.26 ml, 44.9 mmol) and morpholine (3.13 ml, 35.9 mmol) were added and the reaction mixture was stirred for 1 h. The reaction mixture was concentrated under vacuum and the residue was diluted with cold water, the solid separated out was filtered and washed with n-hexanes and dried under vacuum to give the product (4.9 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09428499B2 |
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| Quelldatensatz | uspto-grants-2016_08 |
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| ORD ID | ord-2ceddaf9a6db4f9eb02bae758ec6561c |
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| Quellennotiz | uspto-grants-2016_08 |
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