Water → (5-Bromo-2-chlorophenyl)methanol

HRID 406399

Reaktionsgleichung

Reaktionsgleichung von HRID 406399
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH:11]=1)[C:7](OC)=[O:8].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:12])=[C:6]([CH2:7][OH:8])[CH:11]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 842098Methyl 5-bromo-2-chlorobenzoateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 5074766(5-Bromo-2-chlorophenyl)methanolAusbeute 92,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

A solution of methyl 5-bromo-2-chlorobenzoate (9.23 g) in THF (50 ml) was added dropwise under ice-cooling to a suspension of lithium aluminum hydride (1.42 g) in THF (100 ml). After the completion of addition, the reaction mixture was stirred at room temperature for 45 minutes. Water (1.4 ml), 5N sodium hydroxide solution (1.4 ml) and water (4.2 ml) were sequentially added under ice-cooling to the reaction mixture. The precipitate was removed through Celite and the filtrate was concentrated under reduced pressure to obtain a title compound (7.56 g).

Aufarbeitung

  1. additionAfter the completion of addition
  2. temperaturecooling to the reaction mixture
  3. customThe precipitate was removed through Celite
  4. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a8b97054ece845219ed8c188390ad668
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754100B2

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