4-Hydroxybenzyl Alcohol → 4-(3-tert-Butyl-4-methoxybenzoyloxymethyl)phenol

HRID 1378635

Reaktionsgleichung

Reaktionsgleichung von HRID 1378635
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][CH:3]=1.N1C=CC=CC=1.[C:16]([C:20]1[CH:21]=[C:22]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[C:23](Cl)=[O:24])([CH3:19])([CH3:18])[CH3:17].O>C1COCC1>[C:16]([C:20]1[CH:21]=[C:22]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])[C:23]([O:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[CH:3][CH:4]=1)=[O:24])([CH3:19])([CH3:17])[CH3:18]

Komponenten

6

Edukt 4

HCID 1254-Hydroxybenzyl AlcoholHCID 962WaterHCID 1049PyridineHCID 136335553-Tert-butyl-4-methoxybenzoyl chloride

Produkt 1

HCID 214745304-(3-tert-Butyl-4-methoxybenzoyloxymethyl)phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

1.24 g (0.01 mol) of 4-hydroxybenzenemethanol, 1 ml (0.01 mol) of pyridine and 50 ml of THF are introduced into a round-bottomed flask. While cooling in an icebath, a solution of 2.2 g (0.01 mol) of 3-tert-butyl-4-methoxybenzoyl chloride in 50 ml of THF is introduced dropwise and the mixture is stirred at room temperature for 24 h. The reaction medium is poured into water, the mixture is extracted with ethyl ether and the organic phase is separated after settling has taken place, dried over magnesium sulphate and evaporated. The residue obtained is purified by chromatography on a silica column and eluted with a mixture of dichloromethane and ethyl ether (97:3).

Aufarbeitung

  1. temperatureWhile cooling in an icebath
  2. extractionthe mixture is extracted with ethyl ether
  3. customthe organic phase is separated after settling
  4. dry with materialdried over magnesium sulphate
  5. customevaporated
  6. customThe residue obtained
  7. customis purified by chromatography on a silica column
  8. washeluted with a mixture of dichloromethane and ethyl ether (97:3)

Quellen und Nachweise

ORD-Eintrag
ord-1bd112727c634ae2aac890055ff5ab35
Quelldatensatz
uspto-grants-1997_09
Patentnummer
US05668156

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