Methylparaben → Methyl 4-(2-bromoethoxy)benzoate

HRID 1264085Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1264085
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.[Br:12][CH2:13][CH2:14]Br.C(=O)([O-])[O-].[K+].[K+]>>[Br:12][CH2:13][CH2:14][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:10][CH:11]=1

Komponenten

4

Edukt 3

HCID 7456MethylparabenHCID 78391,2-DibromoethaneHCID 11430Potassium Carbonate

Produkt 1

HCID 1898264Methyl 4-(2-bromoethoxy)benzoateAusbeute 99 %

Versuchsvorschrift

Methyl 4-hydroxybenzoate (5.0 g, 32.86 mmol) was combined with 1,2-dibromoethane (35 mL) and potassium carbonate (6.8 g, 49.23 mmol, 1.5 eq.) then heated at reflux for 18 h. The reaction mixture was concentrated under reduced pressure then the residue partitioned between ethyl ether (500 mL) and water (200 mL). The ether was extracted with 2 N sodium hydroxide (5×50 mL). The solvent was removed under reduced pressure to give the desired product as a white solid (8.47 g, 99%).

Aufarbeitung

  1. temperaturethen heated
  2. temperatureat reflux for 18 h
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. customthe residue partitioned between ethyl ether (500 mL) and water (200 mL)
  5. extractionThe ether was extracted with 2 N sodium hydroxide (5×50 mL)
  6. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ca26c2179cc1471c8ab3e71b7c226942
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06541499B1

Notizen zur Reaktion

Wird geladen…