Sulfuric Acid → 2-(2-Chloro-6-fluorophenyl)propan-2-ol

HRID 266581Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 266581
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:3]=1C(OC)=O.[CH3:13][Mg]I.S(=O)(=O)(O)O.CC[O:23][CH2:24][CH3:25]>>[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:3]=1[C:24]([OH:23])([CH3:25])[CH3:13]

Komponenten

5

Edukt 4

HCID 1118Sulfuric AcidHCID 3283Diethyl Ether2×HCID 593924Methyl 2-chloro-6-fluorobenzoateHCID 178418373HCID 178418373, Verbindung

Produkt 1

HCID 540290942-(2-Chloro-6-fluorophenyl)propan-2-ol

Versuchsvorschrift

A solution of methyl 2-chloro-6-fluorobenzoate (40.0 g) in ether was added to a solution of methyl magnesium iodide in ether (prepared from methyl iodide (120.0 g) and magnesium turnings (20.6 g) in ether). The resulting solution was stirred and heated at reflux for 5 hours, poured onto a mixture of ice and concentrated sulphuric acid and the layers separated. The organic layer was washed with water, saturated aqueous sodium bisulphite, water, dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness to give 2-(2-chloro-6-fluorophenyl)-propan-2-ol (36.8 g) as an orange oil, NMR (CDCl3) 1.8(d,6H), 3.5-3.7(bs, 1H), 6.9-7.05(m,1H), 7.1-7.25(m,2H).

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 5 hours
  3. customthe layers separated
  4. washThe organic layer was washed with water, saturated aqueous sodium bisulphite, water
  5. dry with materialdried (anhydrous magnesium sulphate)
  6. filtrationfiltered
  7. customThe filtrate was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-85dffae9d0e24e5b993856fbfcc75690
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05650533

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