Hydrochloric Acid → m-Bromophenyl 3-methyl-2-butenyl sulfide

HRID 37404

Reaktionsgleichung

Reaktionsgleichung von HRID 37404
[Br:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:15][C:16]([CH3:20])=[CH:17][CH2:18]Br.Cl>CN(C)C=O.O>[CH3:15][C:16]([CH3:20])=[CH:17][CH2:18][S:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 700922-Butene, 1-bromo-3-methyl-HCID 80597m-Bromobenzenethiol

Produkt 1

HCID 22640690m-Bromophenyl 3-methyl-2-butenyl sulfideAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

36 g of 3-bromothiophenol were dissolved in 400 ml of dimethylformamide. After the addition of 27 g of finely powdered potassium carbonate and 29 g of 3,3-dimethylallyl bromide, the mixture was stirred at room temperature for 1 hour, diluted with 500 ml of water, acidified with 3N hydrochloric acid while cooling and extracted with ether. The yellow-brown oil obtained after evaporation was distilled in a high vacuum. There were obtained 48 g of m-bromophenyl 3-methyl-2-butenyl sulfide as a colorless liquid, boiling point 85° C./13.3 Pa.

Aufarbeitung

  1. temperaturewhile cooling
  2. extractionextracted with ether
  3. customThe yellow-brown oil obtained
  4. customafter evaporation
  5. distillationwas distilled in a high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6a109ae7194e4a79adaf25d9e834a073
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05420273

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