Toluene → 4-Fluorophenylethynyl bromide

HRID 1401675Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1401675
[Br:1][C:2](Br)=[CH:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][CH:5]=1.CC(C)([O-])C.[K+].C1(C)C=CC=CC=1>O>[Br:1][C:2]#[C:3][C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][CH:5]=1

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 114601591-(2,2-Dibromovinyl)-4-fluorobenzeneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 111483184-Fluorophenylethynyl bromideAusbeute 70,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 1-(2,2-dibromo-vinyl)-4-fluoro-benzene (0.6 g, 0.00214 mol), potassium tertbutoxide (0.48 g, 0.00428 mol) and toluene (6 mL) were heated at 80° C. for 4 h. After completion of reaction, the reaction mixture was cooled to RT, diluted with water (15 mL), and extracted with EtOAc (3×50 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduce pressure to obtain product as a yellow oil (0.3 g, 70%).

Aufarbeitung

  1. customAfter completion of reaction
  2. temperaturethe reaction mixture was cooled to RT
  3. extractionextracted with EtOAc (3×50 mL)
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3b496dd188f24d2abb7b603c4ae3f5d2
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08907097B2

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