Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Methyl (2R)-2-oxiranecarboxylate | HCID 9877347 | — |
| Edukt | 6-Chloronaphthalene-2-thiol | HCID 17851868 | — |
| Edukt | HCID 178418443 | HCID 178418443 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 66852836 | HCID 66852836 | 77% |
Reaktionsschritte
Under argon atmosphere, a 3 M solution of ethylmagnesium bromide in diethyl ether was added dropwise to THF (25 mL) with ice cooling. To this solution, a solution of 6-chloronaphthalene-2-thiol (5.0 g) in THF (50 mL) was added dropwise at 0C, and the mixture was mixed at room temperature for 30 minutes. To this solution, a solution of methyl (2R)-oxirane-2-carboxylate (2.3 mL) in THF (15 mL) was added dropwise, and the reaction solution was mixed at room temperature for 3 hours. To the reaction solution, an aqueous ammonium chloride solution (50 mL) was added, and the mixture was extracted with ethyl acetate (100 mL). The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from hexane/ethyl acetate (3:1) to give the title compound (5.9 g, 77%) as colorless needle-shaped crystals.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07534887B2 |
|---|
| Quelldatensatz | uspto-grants-2009_05 |
|---|
| ORD ID | ord-7fed1efc7429455cb84ab502c144dc5c |
|---|
| Quellennotiz | uspto-grants-2009_05 |
|---|