1,2-Dibromoethane → Methyl 2,3-dihydro-1,4-benzodioxine-6-carboxylate

HRID 1579240Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1579240
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([OH:11])[CH:5]=1.C[O-].[Na+].Br[CH2:17][CH2:18]Br>CO>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]2[O:10][CH2:17][CH2:18][O:11][C:6]=2[CH:5]=1

Komponenten

5

Edukt 3

HCID 78391,2-DibromoethaneHCID 287064Methyl 3,4-DihydroxybenzoateHCID 10942334Sodium Methoxide

Produkt 1

HCID 3802178Methyl 2,3-dihydro-1,4-benzodioxine-6-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 4.20 g. of 3,4-dihydroxybenzoic acid methyl ester in 10.0 ml. of methanol is combined with 7.0 g. of sodium methoxide and then 15.0 g. of 1,2-dibromoethane is added. The resulting mixture is refluxed under nitrogen for 24 hours, then cooled, filtered, evaporated in vacuo and the resulting oil dissolved in 50 ml. of chloroform. The resulting solution after again filtering is chromatographed over 100 ml. of silica gel eluting with chloroform to obtain 3,4-ethylenedioxybenzoic acid methyl ester, m.p. 43°-45°C.

Aufarbeitung

  1. temperatureThe resulting mixture is refluxed under nitrogen for 24 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. dissolutionthe resulting oil dissolved in 50 ml
  6. filtrationThe resulting solution after again filtering
  7. customis chromatographed over 100 ml

Quellen und Nachweise

ORD-Eintrag
ord-9ef4376ab7ec4779950ff8c39a7e45f3
Quelldatensatz
uspto-grants-1976_01
Patentnummer
US03931179

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