Water → 1-(4-Tert-butylphenyl)ethane-1,2-diol

HRID 1392884

Reaktionsgleichung

Reaktionsgleichung von HRID 1392884
[C:1](O)([CH3:4])([CH3:3])[CH3:2].C([CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(C)(C)C.S([O-])([O-])=[O:19].[Na+].[Na+].[OH2:24]>>[C:1]([C:15]1[CH:14]=[CH:13][C:12]([CH:11]([OH:19])[CH2:10][OH:24])=[CH:17][CH:16]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 4

HCID 962WaterHCID 6386tert-ButanolHCID 24437Sodium SulfiteHCID 138033tert-Butylstyrene

Produkt 1

HCID 190777511-(4-Tert-butylphenyl)ethane-1,2-diol

Versuchsvorschrift

To a 100 ml round bottom flask is added 20 ml tert butanol, 20 ml of water and 5.6 g of AD-mix-P. The solution is stirred and cooled to 0° C. tert-butyl styrene (0.64 g, 4 mmol) is added to the mixture and the resulting solution is stirred overnight at 0 C. Solid sodium sulfite (6 g) is added and the mixture stirred for an additional 30 minutes. The solution is then extracted in ethyl acetate, washed with water and dried. The crude is then purified by flash chromatography (silica gel; ethyl acetate/hexanes) to afford the product.

Aufarbeitung

  1. additionis added to the mixture
  2. stirringthe resulting solution is stirred overnight at 0 C
  3. stirringthe mixture stirred for an additional 30 minutes
  4. extractionThe solution is then extracted in ethyl acetate
  5. washwashed with water
  6. customdried
  7. customThe crude is then purified by flash chromatography (silica gel; ethyl acetate/hexanes)
  8. customto afford the product

Quellen und Nachweise

ORD-Eintrag
ord-b473e69c76fc45c2bc52fabd7125d26e
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07344702B2

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