Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethoxalyl chloride | HCID 20884 | — |
| Edukt | 1-Methyl-2-phenylindole | HCID 77095 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Aluminum(III) Chloride | HCID 6451240 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 70855253 | HCID 70855253 | 43% |
Reaktionsschritte
At 0° C., aluminum (III) chloride (2.5 g, 19 mmol) was added per portion to a solution of 1-methyl-2-phenyl-1H-indole (1 g, 4.8 mmol) and ethyl chlorooxoacetate (900 μL, 8.05 mmol) in dichloromethane (10 mL). The mixture was stirred for 2 hours at 0° C. and then hydrolyzed with a saturated solution of sodium bicarbonate. After removing the aqueous layer, organic layer was washed with water, brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 90/10) to afford the desired keto-ester (8a) (630 mg, 2.05 mmol, 43%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09238026B2 |
|---|
| Quelldatensatz | uspto-grants-2016_01 |
|---|
| ORD ID | ord-866331b423cb4203b3edccc029b13bb9 |
|---|
| Quellennotiz | uspto-grants-2016_01 |
|---|