Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Heptane | HCID 8900 | — |
| Edukt | Boron tribromide | HCID 25134 | — |
| Edukt | HCID 178490342 | HCID 178490342 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 178516032 | HCID 178516032 | 84,4% |
Reaktionsschritte
Add dropwise 1.0 M BBr3 in heptane (1.35 mL, 1.35 mmol) to a suspension of (±)-(trans)-4-[2-(4-methoxyphenyl)ethylamino]cyclohexanol (Part A, 153.2 mg, 0.61 mmol) in anhydrous CH2C12 (5.0 mL) at 0° C. Add another 1.0 mL of CH2Cl2 when the compound precipitates out. Stir the mixture at 0° C. for 30 minutes and at room temperature for 2 hours. Quench the reaction with 5 drops of H2O and concentrate. Purify the residue on an SCX column, washing with MeOH and then eluting with 2.0 M NH3 in MeOH to yield (±)-(trans)-4-[2-(4-hydroxycyclohexylamino)ethyl]phenol (121.2 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07531557B2 |
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| Quelldatensatz | uspto-grants-2009_05 |
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| ORD ID | ord-17bb965b84ae471982cd4c3540fd200e |
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| Quellennotiz | uspto-grants-2009_05 |
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