HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Boron tribromide → 1-(4-Hydroxyphenyl)cyclohexane-1-carbonitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Boron tribromide | HCID 25134 | — |
| Edukt | 1-(4-Methoxyphenyl)cyclohexanecarbonitrile | HCID 98629 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 1-(4-Hydroxyphenyl)cyclohexane-1-carbonitrile | HCID 19858506 | 91,5% |
Reaktionsschritte
To a solution of 1-(4-methoxyphenyl)cyclohexanecarbonitrile (2 g, 9.29 mmol) in DCM (40 mL) at 0° C. under N2 was added dropwise BBr3 (2.63 mL, 27.87 mmol). The reaction was allowed to warm to room temperature and stirred for 48 hours. The mixture was stirred for 3 hours at 0° C. and quenched with water (30 mL). The mixture was separated and the organic layer was washed with a saturated aqueous solution of NaHCO3 then water. The combined organic extracts were dried over Na2SO4, filtered, concentrated in vacuo and purified by column chromatography on silica gel eluting with DCM:acetone (97:3) to give the title compound (1.71 g, 91%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07456164B2 |
| Quelldatensatz | uspto-grants-2008_11 |
| ORD ID | ord-645e7e4544bb403d8197706a894d9e71 |
| Quellennotiz | uspto-grants-2008_11 |