Ethylene carbonate → HCID 13753176, Verbindung

HRID 1732156Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1732156
[C:1]1(=O)[O:5][CH2:4][CH2:3][O:2]1.[F:7][C:8]1[CH:21]=[CH:20][C:11]([O:12][C:13]2[CH:18]=[CH:17]C(O)=[CH:15][CH:14]=2)=[CH:10][CH:9]=1>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C)C=O>[F:7][C:8]1[CH:21]=[CH:20][C:11]([O:12][C:13]2[CH:18]=[CH:17][C:1]([O:5][CH2:4][CH2:3][OH:2])=[CH:15][CH:14]=2)=[CH:10][CH:9]=1

Komponenten

5

Edukt 2

HCID 7303Ethylene carbonate2×HCID 129406244-(4-Fluorophenoxy)phenol

Produkt 1

HCID 13753176HCID 13753176, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 74236Tetrabutylammonium BromideKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

6.8 g of ethylene carbonate and 2.3 g of tetrabutylammonium bromide are added to a solution of 13.8 g of p-(p-fluorophenoxy)phenol in 35 ml of dimethylformamide. After 4 hours at reflux there are added an additional 1.2 g of ethylene carbonate, and the mixture is heated at reflux for an additional 2 hours. The cooled mixture is poured into 150 ml of ice/water and extracted three times with 100 ml of ethyl acetate each time. The extracts are washed twice with 100 ml of saturated sodium chloride solution each time, dried and evaporated. The residue is purified by recrystallization from n-hexane/ethyl acetate to yield pure 2-[p-(p-fluorophenoxy)-phenoxy]-ethanol, m.p. 74°-76° C.

Aufarbeitung

  1. temperatureAfter 4 hours at reflux there
  2. temperaturethe mixture is heated
  3. temperatureat reflux for an additional 2 hours
  4. extractionextracted three times with 100 ml of ethyl acetate each time
  5. washThe extracts are washed twice with 100 ml of saturated sodium chloride solution each time
  6. customdried
  7. customevaporated
  8. customThe residue is purified by recrystallization from n-hexane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-3e2b13758cf642e1984788f8d8ff370c
Quelldatensatz
uspto-grants-1986_11
Patentnummer
US04625048

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