2-Nitroanisole → Methyl alpha-chloro-3-methoxy-4-nitrophenylacetate

HRID 1018011

Reaktionsgleichung

Reaktionsgleichung von HRID 1018011
CC(C)([O-])C.[K+].[N+:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[O:16][CH3:17])([O-:9])=[O:8].[Cl:18][CH:19](Cl)[C:20]([O:22][CH3:23])=[O:21]>C(O)(=O)C>[Cl:18][CH:19]([C:13]1[CH:14]=[CH:15][C:10]([N+:7]([O-:9])=[O:8])=[C:11]([O:16][CH3:17])[CH:12]=1)[C:20]([O:22][CH3:23])=[O:21]

Komponenten

5

Edukt 3

HCID 70482-NitroanisoleHCID 8315Methyl dichloroacetateHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 10061131Methyl alpha-chloro-3-methoxy-4-nitrophenylacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A suspension of potassium t-butoxide (1.44 kg) in dimethylformamide(6.61) cooled to −5° C. to −10° C., was treated with a mixture of 2-nitroanisole (690 g) and methyl dichloroacetate (915 g) over 4 hours, whilst maintaining the temperature below −5° C. The reaction mixture was then treated with acetic acid (770 ml) and then with water (6.61) and then e extracted three times with tert-butyl methyl ether (5.51). The combined extracts were washed with water (5.51), then with saturated sodium bicarbonate solution (5.51), then with saturated brine (5.51) and then dried over magnesium sulphate to give a solution of methyl α-chloro-3-methoxy-4-nitrophenylacetate.

Aufarbeitung

  1. temperaturecooled to −5° C. to −10° C.
  2. temperaturewhilst maintaining the temperature below −5° C
  3. extractionwith water (6.61) and then e extracted three times with tert-butyl methyl ether (5.51)
  4. washThe combined extracts were washed with water (5.51)
  5. dry with materialwith saturated sodium bicarbonate solution (5.51), then with saturated brine (5.51) and then dried over magnesium sulphate

Quellen und Nachweise

ORD-Eintrag
ord-4c4a2c05aa8c49e4a858341b89cd98bd
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06479519B1

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