HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diisopropylamine → Ethyl 2-benzylideneamino-2-ethylhexanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diisopropylamine | HCID 7912 | — |
| Edukt | Hexane | HCID 8058 | — |
| Edukt | Butyl iodide | HCID 10962 | — |
| Edukt | Ethyl 2-benzylideneaminobutyrate | HCID 10331026 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Diethylether water | HCID 21584184 | — |
| Produkt | Ethyl 2-benzylideneamino-2-ethylhexanoate | HCID 10107458 | 100% |
Reaktionsschritte
A 1.6M solution of n-butyl lithium in hexane (33 moles, Aldrich) was added to a solution of diisopropylamine (40 mmoles) in THF (21 ml) at a temperature of 5°-10° C. When addition was complete the mixture was added to a solution of the product from step (b) (30 mmoles) in THF (20 ml) at a temperature of 5°-10° C. When addition was complete, n-butyl iodide (40 mmoles) was added and the mixture allowed to warm to room temperature. After 20 hours, the mixture was poured into water/diethyl ether (1.1L/0.5L) and the organic layer separated, washed with brine (1.1L), dried and evaporated in vacuo to give the desired product as an amber liquid (100% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05663165 |
| Quelldatensatz | uspto-grants-1997_09 |
| ORD ID | ord-61f95dadd6414504b96a06a035fbaa64 |
| Quellennotiz | uspto-grants-1997_09 |