Methanol → Methyl 3-tert-butyl-5-hydroxybenzoate

HRID 532408Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 532408
[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([OH:14])[CH:13]=1)[C:8]([OH:10])=[O:9])([CH3:4])([CH3:3])[CH3:2].S(Cl)(Cl)=O.[CH3:19]O>>[C:1]([C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([OH:14])[CH:13]=1)[C:8]([O:10][CH3:19])=[O:9])([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 217986673-t-Butyl-5-hydroxybenzoic acid

Produkt 1

HCID 53399216Methyl 3-tert-butyl-5-hydroxybenzoate

Versuchsvorschrift

3-tert-Butyl-5-hydroxybenzoic acid (O7.043; 1.93 g) was dissolved in methanol (20 ml), and thionyl chloride (0.937 ml) was slowly added dropwise while stirring. After stirring at 65° C. for 1 h, the mixture was dried, the residue was taken up in DCM, and the solution was washed with saturated sodium hydrogencarbonate solution, dried over MgSO4, filtered and concentrated by rotary evaporation. 2.19 g of the title compound were obtained.

Aufarbeitung

  1. stirringAfter stirring at 65° C. for 1 h
  2. customthe mixture was dried
  3. washthe solution was washed with saturated sodium hydrogencarbonate solution
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated by rotary evaporation

Quellen und Nachweise

ORD-Eintrag
ord-161f9393b69543f59b5680fb2d9084ef
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853206B2

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