Dichloromethane → Methyl 4-(dodecyloxy)benzoate

HRID 2241851

Reaktionsgleichung

Reaktionsgleichung von HRID 2241851
C([O-])([O-])=O.[K+].[K+].[CH3:7][O:8][C:9](=[O:17])[C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1.Br[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30].C(Cl)Cl>CN(C=O)C>[CH2:30]([O:16][C:13]1[CH:14]=[CH:15][C:10]([C:9]([O:8][CH3:7])=[O:17])=[CH:11][CH:12]=1)[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH3:19]

Komponenten

6

Edukt 4

HCID 6344DichloromethaneHCID 7456MethylparabenHCID 89191-BromododecaneHCID 11430Potassium Carbonate

Produkt 1

HCID 592397Methyl 4-(dodecyloxy)benzoateAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a thoroughly degassed suspension of K2CO3 (127 g, 921 mmol) in DMF (600 mL) was added methyl-4-hydroxybenzoate (70 g, 461 mmol) and the mixture heated to 70° C. after which was added bromododecane (126 g, 507 mmol) and the reaction allowed to stir at 70° C. under argon for 3 hours, after which TLC (CH2Cl2) showed completion. Reaction was cooled to room temperature and precipitated into cold water. The precipitate was collected by suction filtration and purified by re-crystallization from acetone to give the title compound (140 g, 95%).

Aufarbeitung

  1. customReaction
  2. temperaturewas cooled to room temperature
  3. customprecipitated into cold water
  4. filtrationThe precipitate was collected by suction filtration
  5. custompurified by re-crystallization from acetone

Quellen und Nachweise

ORD-Eintrag
ord-2925218ec841453996aaa0e5f0912668
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07671033B2

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