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

HRID 1764570

Reaktionsgleichung

Reaktionsgleichung von HRID 1764570
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 was 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 was 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-a45583f8a02348d7bcd93a244f272cc1
Quelldatensatz
uspto-grants-1978_09
Patentnummer
US04116975

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