Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) | HCID 6639 | — |
| Edukt | Salicylaldehyde | HCID 6998 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2-(2-Chloroethoxy)benzaldehyde | HCID 3841410 | 79,1% |
Reaktionsschritte
A mixture of 2-chloroethyl 4-methylbenzenesulfonate (39; 27.0 g, 0.115 mol), 2-hydroxybenzaldehyde (25; 14.0 g, 0.115 mol) and K2CO3 (31.7 g, 0.23 mol) in DMF (100 mL) was stirred at 45° C. for 12 h. Water (200 mL) was added and the mixture was extracted with ethyl acetate (3×150 mL). The combined organic layers were washed saturated brine (3×50 mL), dried (Na2SO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography (petroleum ether:ethyl acetate=10:1) to give 2-(2-chloroethoxy)benzaldehyde 40 (16.8 g, 0.091 mol, 79%) as a pale yellow solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08846947B2 |
|---|
| Quelldatensatz | uspto-grants-2014_09 |
|---|
| ORD ID | ord-6da4d1c38e6b48daa484e9aa72be25fb |
|---|
| Quellennotiz | uspto-grants-2014_09 |
|---|