Hydrochloric Acid → 4-CHLORO-gamma-(1-OXOETHYL)-beta-METHYLBENZENEBUTANENITRILE

HRID 1980335Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1980335
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[O:11])[CH3:10])=[CH:4][CH:3]=1.[C:12](#[N:16])/[CH:13]=[CH:14]/[CH3:15].Cl>C(O)(C)(C)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:9](=[O:11])[CH3:10])[CH:14]([CH3:15])[CH2:13][C:12]#[N:16])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 796991-(p-Chlorophenyl)acetoneHCID 637921Crotononitrile

Produkt 1

HCID 135028694-CHLORO-gamma-(1-OXOETHYL)-beta-METHYLBENZENEBUTANENITRILE

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6386tert-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

Triton B (5.85 ml) was added dropwise to 4-chlorophenylacetone (21.8 grams) in 78 ml of tert.butanol. Next crotononitrile (9.17 grams) was likewise added with initial cooling to lower the temperature to about 20° C. Since the reaction was not exothermic, no additional cooling was necessary after the desired temperature was reached. The reaction was then heated to 65° C. for 21/2 hours and, after chilling in an ice bath, 262 ml of 1N HCl was added in portions. Next the reaction mixture was extracted with ether, washed with water, dried, and evaporated in vacuo. An oil resulted which was distilled under vacuum, yield 18.6 grams, b.p. 130°-131° C.

Aufarbeitung

  1. temperaturewith initial cooling
  2. customto about 20° C
  3. temperatureno additional cooling
  4. temperatureafter chilling in an ice bath
  5. extractionNext the reaction mixture was extracted with ether
  6. washwashed with water
  7. customdried
  8. customevaporated in vacuo
  9. customAn oil resulted which
  10. distillationwas distilled under vacuum, yield 18.6 grams, b.p. 130°-131° C.

Quellen und Nachweise

ORD-Eintrag
ord-1e7df2603db544f7bc85e8bd64dfccec
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04508722

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