1-Chloro-4-(2,2-dibromoethenyl)benzene → 1-(Bromoethynyl)-4-chlorobenzene

HRID 1400611Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1400611
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9](Br)[Br:10])=[CH:4][CH:3]=1.CC(C)([O-])C.[K+]>C1(C)C=CC=CC=1.O>[Br:10][C:9]#[C:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1

Komponenten

5

Edukt 2

HCID 64229811-Chloro-4-(2,2-dibromoethenyl)benzeneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 6403901-(Bromoethynyl)-4-chlorobenzeneAusbeute 78,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of 1-chloro-4-(2,2-dibromovinyl)benzene (9.60 g, 32.7 mmol) in toluene was added potassium tertbutoxide (7.35 g, 65.6 mmol) at RT. The reaction mixture was heated at 80° C. for 3 h. The reaction was monitored by LCMS and TLC. The reaction mixture was diluted with water and extracted with EtOAc. The organic was dried over sodium sulfate and concentrated under reduced pressure to give the desired product (5.5 g).

Aufarbeitung

  1. extractionextracted with EtOAc
  2. dry with materialThe organic was dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-af9eeb43a234499e9112352b1f32c4c5
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08906925B2

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