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

HRID 2090117

Reaktionsgleichung

Reaktionsgleichung von HRID 2090117
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-2c57b8bfa70d45389224bdf18b72c04d
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08436131B2

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