Ethyl bromoacetate → Ethyl (1-oxo-2-ethyl-6,7-dichloro-5-indanyloxy)acetate

HRID 1834680Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1834680
[CH2:1]([CH:3]1[CH2:11][C:10]2[C:5](=[C:6]([Cl:14])[C:7]([Cl:13])=[C:8]([OH:12])[CH:9]=2)[C:4]1=[O:15])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25]>CN(C)C=O>[O:15]=[C:4]1[C:5]2[C:10](=[CH:9][C:8]([O:12][CH2:23][C:24]([O:26][CH2:27][CH3:28])=[O:25])=[C:7]([Cl:13])[C:6]=2[Cl:14])[CH2:11][CH:3]1[CH2:1][CH3:2]

Komponenten

5

Edukt 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 128572202-Ethyl-5-hydroxy-6,7-dichloroindanone

Produkt 1

HCID 53855486Ethyl (1-oxo-2-ethyl-6,7-dichloro-5-indanyloxy)acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 2-ethyl-5-hydroxy-6,7-dichloro-1-indanone (9.8 g., 0.04 mole), dimethylformamide (30 ml.), potassium carbonate (12.5 g., 0.09 mole) and ethyl bromoacetate (15 g., 0.09 mole) is stirred and heated on a water bath at 60° C. for one hour. The reaction mixture is poured into ice water (200 ml.) and extracted with two 50 ml. portions of ether. The ether extract is washed with water, dried over magnesium sulfate and the ether distilled at reduced pressure. The ethyl (1-oxo-2-ethyl-6,7-dichloro-5-indanyloxy)acetate thus obtained melts at 116°-118° C. after recrystallization from ethyl alcohol.

Aufarbeitung

  1. extractionextracted with two 50 ml
  2. extractionThe ether extract
  3. washis washed with water
  4. dry with materialdried over magnesium sulfate
  5. distillationthe ether distilled at reduced pressure
  6. customThe ethyl (1-oxo-2-ethyl-6,7-dichloro-5-indanyloxy)acetate thus obtained melts at 116°-118° C. after recrystallization from ethyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-de51f3168d194251b2214bc579280f51
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04070539

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