Water → lanthanum (R)-1,1'-bi-2-naphthol

HRID 1108532

Reaktionsgleichung

Reaktionsgleichung von HRID 1108532
[Cl-].[Cl-].[Cl-].[La+3:4].[Li].C([Li])CCC.[CH:11]1[CH:16]=[C:15]2[CH:17]=[CH:18][C:19]([OH:32])=[C:20]([C:21]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH:24]=[CH:23][C:22]=3[OH:31])[C:14]2=[CH:13][CH:12]=1.CC(C)([O-])C.[Na+].O>C1COCC1.CCCCCC>[La:4].[CH:27]1[CH:26]=[C:25]2[CH:24]=[CH:23][C:22]([OH:31])=[C:21]([C:20]3[C:14]4[C:15](=[CH:16][CH:11]=[CH:12][CH:13]=4)[CH:17]=[CH:18][C:19]=3[OH:32])[C:30]2=[CH:29][CH:28]=1

Komponenten

9

Edukt 6

HCID 962WaterHCID 11762BinolHCID 3028194LithiumHCID 9859665Lanthanum(III)chlorideHCID 23676156Sodium t-butoxideHCID 178418339Butyllithium

Produkt 1

HCID 131719953lanthanum (R)-1,1'-bi-2-naphthol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel3×HCID 8058HexaneLösungsmittel

Versuchsvorschrift

To a suspension of 122.6 mg (0.50 mmol) of anhydrous lanthanum trichloride in 6.0 ml of THF were added, in an argon atmosphere and at room temperature, a lithium binaphthoxide solution in THF [prepared by adding 0.625 ml (1.0 mmol) of a 1.6N n-butyllithium solution in hexane to a solution of 143.2 mg (0.50 mmol) of (R)-1,1'-bi-2-naphthol in 2.5 ml of THF], 48.1 mg (0.50 mmol) of sodium t-butoxide and 99 μl (5.5 mmol) of water in that order. The resultant mixture was stirred at room temperature for 15 hours. The insoluble matter was caused to precipitate by allowing the mixture to stand overnight, and the supernatant was submitted to the reaction proper as a lanthanum/(R)-1,1'-bi-2-naphthol complex solution (0.05 mol/l).

Aufarbeitung

  1. additionwere added, in an argon atmosphere and at room temperature
  2. customto precipitate
  3. customthe supernatant was submitted to the reaction proper as a lanthanum/(R)-1,1'-bi-2-naphthol complex solution (0.05 mol/l)

Quellen und Nachweise

ORD-Eintrag
ord-27255999d1a34075b5865d89c5590a7f
Quelldatensatz
uspto-grants-2000_05
Patentnummer
USRE036718

Verknüpfte Notizen

Wird geladen…