HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1721537Erstellt: 26. Oktober 2026
Hydrochloric Acid → 1,1'-Binaphthalene, 2,2'-dimethyl-
https://huagongshe.com/reaction/1721537
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Phosphine | HCID 24404 | — |
| Edukt | 1-Bromo-2-methylnaphthalene | HCID 75754 | — |
| Edukt | 1,4-Bis(diphenylphosphino)butane | HCID 82124 | — |
| Edukt | 2,2'-Bis(diphenylphosphinomethoxy)-1,1'-binaphthyl | HCID 11828568 | — |
| Edukt | HCID 178422613 | HCID 178422613 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 1,1'-Binaphthalene, 2,2'-dimethyl- | HCID 141748 | — |
Reaktionsschritte
2-Methyl-1-naphthylmagnesium bromide prepared according to Example 1 in toluene is added in the absence of air and moisture to a suspension, heated to 70° to 80° C., of 31.0 g (0.14 mol) of 1-bromo-2-methylnaphthalene, 0.0014 mol of the phosphine of the formula (I) 1,4-bis(diphenylphosphino)butane; 2,2'-bis(diphenylphosphinomethoxy)-1,1'-binaphthyl! or 0.0028 mol of the phosphine of the formula (II) (triphenylphosphine) and 0.31 g (0.0014 mol) of palladium(II) acetate in 50 ml of toluene. The mixture is then heated at 80° C. for another hour, cooled to 25° C., and 100 ml of water and 50 ml of 2N hydrochloric acid are added in succession to the reaction mixture. The phases are separated, the aqueous phase is extracted with 50 ml of toluene, and the combined organic phases are concentrated in vacuo. Distillation of the oily, brown residue in a high vacuum gives a pale yellow oil having a boiling point of 175° to 180° C./0.1 to 0.2 mbar. The yields can be found in Table 1 below.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05510554 |
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| Quelldatensatz | uspto-grants-1996_04 |
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| ORD ID | ord-4366f3247c8f4e719e3b89237ebb09a7 |
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| Quellennotiz | uspto-grants-1996_04 |
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