Acetic Acid → 2,3,4-Tribromo-5-(chloromethyl)thiophene

HRID 904462

Reaktionsgleichung

Reaktionsgleichung von HRID 904462
C=O.[ClH:3].[Br:4][C:5]1[C:9]([Br:10])=[C:8]([Br:11])[S:7][CH:6]=1.[C:12](O)(=O)C>>[Cl:3][CH2:12][C:6]1[S:7][C:8]([Br:11])=[C:9]([Br:10])[C:5]=1[Br:4]

Komponenten

5

Edukt 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 712Formaldehyde2×HCID 765932,3,4-Tribromothiophene

Produkt 1

HCID 151249082,3,4-Tribromo-5-(chloromethyl)thiophene

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

4.07 G. (50 mmol) of formalin (37%) and 40 ml. of concentrated hydrochloric acid were added to a solution of 10.2 g. (33.3 mmol) of 3,4,5-tribromothiophene in 20 ml. of acetic acid. The resulting mixture was warmed to 70° C. After 6 hrs., 4.07 g. of formalin were added and heating was continued overnight. The resulting mixture as cooled, poured on ice water and extracted with ether. The organic phase was washed twice with water, sodium bicarbonate and water, dried and evaporated to give crude 2-chloromethyl-3,4,5-tribromothiophene.

Aufarbeitung

  1. temperatureheating
  2. waitwas continued overnight
  3. temperatureThe resulting mixture as cooled
  4. additionpoured on ice water
  5. extractionextracted with ether
  6. washThe organic phase was washed twice with water, sodium bicarbonate and water
  7. customdried
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-af7cde1149be4bb3b7c2aec59249a2f8
Quelldatensatz
uspto-grants-1980_10
Patentnummer
US04230872

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