Acetone → 2-(Benzyloxy)-1-chloro-3-fluorobenzene

HRID 39015Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 39015
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[OH:9].C([O-])([O-])=O.[K+].[K+].[CH3:16][C:17]([CH3:19])=O>>[CH2:16]([O:9][C:3]1[C:4]([F:8])=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1])[C:17]1[CH:19]=[CH:4][CH:3]=[CH:2][CH:7]=1

Komponenten

4

Edukt 3

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 27737102-Chloro-6-fluorophenol

Produkt 1

HCID 532169822-(Benzyloxy)-1-chloro-3-fluorobenzene

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

A mixture of 2-chloro-6-fluorophenol (25 g, 170 mmol), acetone (200 ml), K2CO3 (47.08 g, 340 mmol) and bensylbromide (22.31 ml, 187 mmol) was heated at 65° C. for 16 h. The solution was filtered and evaporated. Water (100 ml) was added, and the solution was extracted with EtOAc. The combined organic phases were dried (Na2SO4) and evaporated to dryness to give the title compound (32.3 g). MS m/z (rel. intensity, 70 eV) 236 (M+, 2), 117 (4), 92 (8), 91 (bp), 65 (13).

Aufarbeitung

  1. filtrationThe solution was filtered
  2. customevaporated
  3. additionWater (100 ml) was added
  4. extractionthe solution was extracted with EtOAc
  5. dry with materialThe combined organic phases were dried (Na2SO4)
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-38288b2fe72543d2874ba82dd88f7891
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524766B2

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