1,2-Dibromoethane → 8-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic Acid

HRID 1413164

Reaktionsgleichung

Reaktionsgleichung von HRID 1413164
[OH:1][C:2]1[C:10]([OH:11])=[C:9]([O:12][CH3:13])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH2:14](Br)[CH2:15]Br>O>[CH3:13][O:12][C:9]1[C:10]2[O:11][CH2:14][CH2:15][O:1][C:2]=2[C:3]([C:4]([OH:6])=[O:5])=[CH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 78391,2-DibromoethaneHCID 775342,3-Dihydroxy-4-methoxybenzoic acid

Produkt 1

HCID 227342488-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic AcidAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

171.5 g of 2,3-dihydroxy-4-methoxy benzoic acid, 515 cm3 of alcohol, 280 cm3 of soda lye and 175 g of ethylene bromide were introduced into a balloon flask provided with an agitator, a thermometer and an inlet pipe for nitrogen. The mixture was heated under reflux and then cooled and poured into 2.8 liters of water. The solution was filtered and treated with 85 cm3 of concentrated hydrochloric acid. The precipitate was dried off, washed and dried. After recrystallization in dimethylformamide, 110 g of 8-methoxy-1,4-benzodioxane-5-carboxylic acid were obtained (M.P.: 224°-226° C.; yield: 57%).

Aufarbeitung

  1. customprovided with an agitator
  2. temperatureThe mixture was heated
  3. temperatureunder reflux
  4. temperaturecooled
  5. filtrationThe solution was filtered
  6. additiontreated with 85 cm3 of concentrated hydrochloric acid
  7. customThe precipitate was dried off
  8. washwashed
  9. customdried
  10. customAfter recrystallization in dimethylformamide

Quellen und Nachweise

ORD-Eintrag
ord-7eddc022a946461e939d15f8c02f2681
Quelldatensatz
uspto-grants-1981_02
Patentnummer
US04248885

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