1-Benzyloxy-4-(3,3,5,5-tetramethyl-cyclohex-1-enyl)-benzene → 4-(3,3,5,5-Tetramethyl-cyclohexyl)-phenol

HRID 237811

Reaktionsgleichung

Reaktionsgleichung von HRID 237811
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH2:20][C:19]([CH3:22])([CH3:21])[CH2:18][C:17]([CH3:24])([CH3:23])[CH:16]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>CO.CCOC(C)=O.[Pd]>[CH3:23][C:17]1([CH3:24])[CH2:18][C:19]([CH3:21])([CH3:22])[CH2:20][CH:15]([C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][CH:11]=2)[CH2:16]1

Komponenten

5

Edukt 1

HCID 685258151-Benzyloxy-4-(3,3,5,5-tetramethyl-cyclohex-1-enyl)-benzene

Produkt 1

HCID 685258634-(3,3,5,5-Tetramethyl-cyclohexyl)-phenolAusbeute 96,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To 10% Pd/C (0.17 g) under N2 was added 1-benzyloxy-4-(3,3,5,5-tetramethyl-cyclohex-1-enyl)-benzene (1.7 g, 5.3 mmol), prepared by a substantially similar procedure to that of Step 1 of Example 18, in MeOH (15 mL) and EtOAc (15 mL). This mixture was stirred under H2 (1 atm) overnight. The reaction mixture was filtered through celite. The filtrate was concentrated to give the title compound as a white solid (1.19 g).

Aufarbeitung

  1. customprepared by a substantially similar procedure to that of Step 1 of Example 18
  2. filtrationThe reaction mixture was filtered through celite
  3. concentrationThe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-8b5b782ad61043aab7f5d69373edc6f7
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642603B2

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