5-Benzyloxy-alpha,alpha,alpha',alpha'tetramethyl-1,3-benzenedimethanol → 3,5-Bis(1-methylethyl)phenol

HRID 393404

Reaktionsgleichung

Reaktionsgleichung von HRID 393404
C([O:8][C:9]1[CH:10]=[C:11]([C:19]([CH3:22])([CH3:21])O)[CH:12]=[C:13]([C:15]([CH3:18])([CH3:17])O)[CH:14]=1)C1C=CC=CC=1>C(O)C.Cl.[C].[Pd]>[CH:15]([C:13]1[CH:14]=[C:9]([OH:8])[CH:10]=[C:11]([CH:19]([CH3:22])[CH3:21])[CH:12]=1)([CH3:18])[CH3:17]

Komponenten

5

Edukt 1

HCID 99223705-Benzyloxy-alpha,alpha,alpha',alpha'tetramethyl-1,3-benzenedimethanol

Produkt 1

HCID 931043,5-Bis(1-methylethyl)phenolAusbeute 100,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 313Hydrochloric AcidLösungsmittelHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a solution of 5-benzyloxy-α,α,α′,α′-tetramethyl-1,3-benzenedimethanol (22.9 g, 76 mmol) in ethanol (500 mL), concentrated hydrochloric acid (2.6 mL) and a 10% palladium-carbon catalyst (8.0 g) were added. Under hydrogen atmosphere, the mixture was stirred for 23 hours at 60° C. The reaction mixture was subjected to filtration, and the filtrate was concentrated under reduced pressure, to thereby yield 13.6 g of 3,5-diisopropylphenol as a solid (yield 100%). The solid was crystallized from hexane, to thereby yield colorless needles.

Aufarbeitung

  1. filtrationThe reaction mixture was subjected to filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8d6cd646ce274afb8122d80d40d75890
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06806395B2

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