Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Borane | HCID 6331 | — |
| Edukt | 4-Ethylsulfonylbenzoic acid | HCID 179367 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (4-(Ethylsulfonyl)phenyl)methanol | HCID 572424 | 90% |
Reaktionsschritte
To a stirring solution of 4-(ethylsulfonyl)benzoic acid (500 mg, 2.33 mmol) in THF (5 mL) at 0° C. under argon was added 1 M borane in THF solution (3.5 mL, 3.5 mmol). The reaction mixture was stirred at 70° C. for 20 min. The reaction mixture was then cooled to room temperature, and the THF was removed under reduced pressure. The residue thus obtained was diluted with methanol (5 mL) and stirred for 5 min. Methanol was then removed under reduced pressure. This process was repeated two more times to ensure complete methanolysis of any borane complex. After residual solvent removal under vacuum, 420 mg of the title compound was obtained as a colorless gum. HPLC/MS: retention time=1.373 min, [M+H]+=201.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07452892B2 |
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| Quelldatensatz | uspto-grants-2008_11 |
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| ORD ID | ord-d999d6f4c208429790aff61f185a47d5 |
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| Quellennotiz | uspto-grants-2008_11 |
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