Dimethylformamide → 1-Bromo-5-(but-3-enyloxy)-2,4-dimethylbenzene

HRID 2047947

Reaktionsgleichung

Reaktionsgleichung von HRID 2047947
[Br:1][C:2]1[C:3]([CH3:10])=[CH:4][C:5]([CH3:9])=[C:6]([OH:8])[CH:7]=1.CN(C)C=O.C(=O)([O-])[O-].[K+].[K+].Br[CH:23]=[CH:24][CH2:25][CH3:26]>O>[Br:1][C:2]1[CH:7]=[C:6]([O:8][CH2:26][CH2:25][CH:24]=[CH2:23])[C:5]([CH3:9])=[CH:4][C:3]=1[CH3:10]

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 359451-Bromobut-1-eneHCID 126177325-Bromo-2,4-dimethylphenol

Produkt 1

HCID 594796111-Bromo-5-(but-3-enyloxy)-2,4-dimethylbenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
95 °C

Versuchsvorschrift

A 250-mL round bottomed flask is charged with 5-bromo-2,4-dimethylphenol (3.135 g, 15.6 mmol) and dimethylformamide (DMF) (50 mL). Potassium carbonate (23.7 g, 172 mmol) and bromobutene (15.8 mL, 156 mmol) are added and the reaction mixture is heated to 95° C. for 2 hr. After cooling to room temp, water (200 mL) is added. The product is extracted into ether (2×100 mL), and the combined organic fractions are washed with brine, dried over sodium sulfate and dried in vacuo. Yield=3.63 g (91.3%) of light yellow liquid.

Aufarbeitung

  1. temperatureAfter cooling to room temp
  2. extractionThe product is extracted into ether (2×100 mL)
  3. washthe combined organic fractions are washed with brine
  4. dry with materialdried over sodium sulfate
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-eba2d7c18d024c388c7a982b46f758d0
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08592615B2

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