HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 554494Erstellt: 25. Oktober 2026
Water → (2-Benzyloxyphenyl)-(4-chlorophenyl)methanol
https://huagongshe.com/reaction/554494
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 4-Chlorobenzaldehyde | HCID 7726 | — |
| Edukt | 1-(Benzyloxy)-2-bromobenzene | HCID 561828 | — |
| Edukt | HCID 178418244 | HCID 178418244 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (2-Benzyloxyphenyl)-(4-chlorophenyl)methanol | HCID 67459756 | 77,1% |
Reaktionsschritte
In a nitrogen stream, an n-butyllithium hexane solution (2.44 M, 10.3 mL) was added dropwise to a solution of 1-benzyloxy-2-bromobenzene (6.0 g, 22.8 mmol) in THF (228 mL) at −78° C. and the mixture was stirred at the same temperature for 30 minutes. To this solution, a solution of 4-chlorobenzaldehyde (2.67 g, 19.0 mmol) in THF (76 mL) was added dropwise at −78° C. The reaction mixture was stirred at the same temperature for two hour and further more at 0° C. for one hour. Water was added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution and dried (anhydrous magnesium sulfate), and then the solvent was distilled under reduced pressure. The obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate: n-hexane (1:5)] to obtain the title compound (4.76 g, 77%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08048897B2 |
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| Quelldatensatz | uspto-grants-2011_11 |
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| ORD ID | ord-3be195af5e074aafbb2df1231ee304ca |
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| Quellennotiz | uspto-grants-2011_11 |
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