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

HRID 1288769

Reaktionsgleichung

Reaktionsgleichung von HRID 1288769
[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-adb73e037edb4283922dca79e2504c0a
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05747424

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