2,6-Di-tert-butyl-4-(chloromethyl)phenol → (3,5-Di-tert-butyl-4-hydroxy-benzyl)-cyclohexyl-phosphinic acid methyl ester

HRID 1661847

Reaktionsgleichung

Reaktionsgleichung von HRID 1661847
C[O:2][P:3]([CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[O:4][CH3:5].[C:12]([C:16]1[CH:17]=[C:18]([CH:21]=[C:22]([C:25]([CH3:28])([CH3:27])[CH3:26])[C:23]=1[OH:24])[CH2:19]Cl)([CH3:15])([CH3:14])[CH3:13]>C1(C)C=CC=CC=1>[CH3:5][O:4][P:3]([CH2:19][C:18]1[CH:17]=[C:16]([C:12]([CH3:13])([CH3:15])[CH3:14])[C:23]([OH:24])=[C:22]([C:25]([CH3:28])([CH3:27])[CH3:26])[CH:21]=1)([CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:2]

Komponenten

4

Edukt 2

HCID 123786012,6-Di-tert-butyl-4-(chloromethyl)phenolHCID 21678155Dimethylcyclohexylphosphonite

Produkt 1

HCID 57909097(3,5-Di-tert-butyl-4-hydroxy-benzyl)-cyclohexyl-phosphinic acid methyl esterAusbeute 51,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 10.47 grams (59 mmol) of dimethylcyclohexylphosphonite with 15.14 grams (59 mmol) of 3,5-di-tert-butyl-4-hydroxybenzyl chloride (CAS REG # 955-01-1) in 45 mL of toluene is refluxed for 2 hours and is cooled. The resultant precipitated crystals are collected by filtration, washed with toluene, then hexane and are dried under vacuum to obtain 11.5 grams (51% yield) of (3,5-di-tert-butyl-4-hydroxy-benzyl)-cyclohexyl-phosphinic acid methyl ester as a white solid mp 149-150° C.

Aufarbeitung

  1. temperatureis refluxed for 2 hours
  2. temperatureis cooled
  3. customThe resultant precipitated crystals
  4. filtrationare collected by filtration
  5. washwashed with toluene
  6. dry with materialhexane and are dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e40d7e2e6f504d5cb0f0acf81a2d09f5
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030435B2

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