Potassium Carbonate → Methyl 2-(2-chloro-4-hydroxymethyl-6-methoxyphenoxy)-2-phenylacetate

HRID 1492578

Reaktionsgleichung

Reaktionsgleichung von HRID 1492578
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:11][CH3:12])[C:9]=1[OH:10])[CH:5]=[O:6].Br[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][C:21]([O:23][CH3:24])=[O:22].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[C:8]([O:11][CH3:12])[C:9]=1[O:10][CH:20]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:14]=1)[C:21]([O:23][CH3:24])=[O:22]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 296223-Chloro-4-hydroxy-5-methoxybenzaldehydeHCID 8063364Methyl 2-(2-bromophenyl)acetate

Produkt 1

HCID 19385663Methyl 2-(2-chloro-4-hydroxymethyl-6-methoxyphenoxy)-2-phenylacetateAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 0.50 g (2.65 mmol) of 3-chloro-4-hydroxy-5-methoxy-benzaldehyde, 0.668 g (2.92 mmol) of methyl 2-bromophenylacetate and K2CO3 (0.73 g, 5.3 mmol) in acetone (8 mL) was refluxed for 14 h. The mixture was cooled, filtered and evaporated in vacuo, and the residue was purified by flash chromatography on a silica gel column using 5% ethylacetate in hexane to afford 0.570 g (64%) of the title compound.

Aufarbeitung

  1. temperaturewas refluxed for 14 h
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customthe residue was purified by flash chromatography on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-0fca2eb8f8a8486aa5f63d019e701022
Quelldatensatz
uspto-grants-1994_12
Patentnummer
US05374638

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