Water → [2-Chloro-4-(propan-2-yloxy)phenyl]methanol

HRID 1699915Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1699915
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:19]=[C:18]([O:20][CH:21]([CH3:23])[CH3:22])[CH:17]=[CH:16][C:9]=1[C:10](OC(C)C)=[O:11].O.[OH-].[Na+]>CCOCC>[Cl:7][C:8]1[CH:19]=[C:18]([O:20][CH:21]([CH3:23])[CH3:22])[CH:17]=[CH:16][C:9]=1[CH2:10][OH:11]

Komponenten

6

Edukt 4

HCID 962Water3×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 223877681-Methylethyl 2-chloro-4-(1-methylethoxy)benzoate

Produkt 1

HCID 22388433[2-Chloro-4-(propan-2-yloxy)phenyl]methanolAusbeute 97,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Lithium aluminum hydride (100 mg) was added to a solution of isopropyl 2-chloro-4-isopropoxybenzoate (675 mg) in ether (6.8 ml) and the mixture was stirred for 2 hr. To the reaction mixture were dropwise added successively water (0.8 ml), a 1N aqueous sodium hydroxide solution (0.8 ml) and water (2.4 ml) under ice-cooing, and the mixture was stirred for 30 min at room temperature. Then ether and water were added and the organic layer was separated. The resulting product was extracted with ether from the aqueous layer. The organic layers were combined, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated to give the objective compound (513 mg) as a brown oil.

Aufarbeitung

  1. customthe organic layer was separated
  2. extractionThe resulting product was extracted with ether from the aqueous layer
  3. washwashed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d9eb335bd49a44839b9b3746ca81dbb2
Quelldatensatz
uspto-grants-2002_02
Patentnummer
US06348474B1

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