1H-Indene-1-carboxylic acid, 2,3-dihydro- → 1-Indanmethanol

HRID 275700

Reaktionsgleichung

Reaktionsgleichung von HRID 275700
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Al+3].[Cl-].[Cl-].[Cl-].[CH:11]1([C:20](O)=[O:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1>C(OCC)C.O1CCCC1>[CH:11]1([CH2:20][OH:21])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1

Komponenten

6

Edukt 3

HCID 857281H-Indene-1-carboxylic acid, 2,3-dihydro-HCID 6451240Aluminum(III) ChlorideHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 2718801-IndanmethanolAusbeute 74,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a suspension of LiAlH4 (4.7 g) in diethyl ether (200 ml) was added dropwise a solution of AlCl3 in diethyl ether (200 ml). A solution of 1-indanecarboxylic acid (10 g) (prepared according to the method of Hansen et al. Helv. Chim. Acta 1982, 33, 325-343) in dry tetrahydrofuran (200 ml) was added drop-wise at 10-15° C. The mixture was finally stirred at room temperature for 1.5 hours. Excess AlH3 was destroyed by addition of concentrated aqueous NaOH solution (25 ml) at 0° C. Precipitated inorganic salts were filtered off and the solvents evaporated in vacuo leaving 6.8 g of the title compound 1a as a viscous oil which was used without further purification.

Aufarbeitung

  1. customExcess AlH3 was destroyed by addition of concentrated aqueous NaOH solution (25 ml) at 0° C
  2. customPrecipitated inorganic salts
  3. filtrationwere filtered off
  4. customthe solvents evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ceefa9f4b4bc4e18a5d22a4e0ada0050
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06352988B2

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