Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Carbon Dioxide | HCID 280 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | (2-Methoxyethyl)(methyl)(prop-2-yn-1-yl)amine | HCID 18548974 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Produkt | HCID 18548968 | HCID 18548968 | — |
Reaktionsschritte
n-Butyl lithium in hexane (37.8 mL, 2.5 M in n-hexane) was slowly added to (2-methoxy-ethyl)-methyl-prop-2-ynyl-amine (12.0 g, 94.5 mmol) in 90 mL of tetrahydrofuran under nitrogen. The mixture was stirred for 1 hr at −78° C., then dry carbon dioxide was passed through overnight. The resulting solution was poured into water and washed with ethyl acetate. The aqueous layer was evaporated under reduced pressure to give the crude acid. The dry acid was dissolved in methanol, and the insoluble salt was removed via filtration. The filtrate was collected and dried in vacuo to give 15 g of 4-[(2-methoxy-ethyl)-methyl-amino]-but-2-ynoic acid: mass spectrum (m/e): M−H 170.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | USRE042376E1 |
|---|
| Quelldatensatz | uspto-grants-2011_05 |
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| ORD ID | ord-18cdc3bf34654785a8a0a4b56e832d6e |
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| Quellennotiz | uspto-grants-2011_05 |
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