Hydrogen Bromide → 2-[4-(2-Oxocyclohexylidenemethyl)phenyl]propionic acid

HRID 1902756Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1902756
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:21])[C:16]([O:18]CC)=[O:17])=[CH:11][CH:10]=1.Br>O1CCOCC1>[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[CH:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]([CH3:21])[C:16]([OH:18])=[O:17])=[CH:13][CH:14]=1

Komponenten

4

Edukt 2

HCID 260Hydrogen BromideHCID 54259840Ethyl2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionate

Produkt 1

HCID 1296782-[4-(2-Oxocyclohexylidenemethyl)phenyl]propionic acidAusbeute 51,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of 1.3 g of ethyl 2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionate in 15 ml of dioxane and 100 ml of a 10% aqueous solution of hydrogen bromide was heated under reflux for 1 hour. After cooling, the reaction mixture was extracted with ether. The extract was washed with water and dried over anhydrous sodium sulfate. The ether was distilled off to leave an oily substance, which was then vacuum distilled to give 0.6 g of the desired product having a boiling point of 210°-215° C./0.3 mmHg (bath temp.). This product solidified and crystallized after cooling. m.p. 108°-110° C.

Aufarbeitung

  1. temperatureunder reflux for 1 hour
  2. temperatureAfter cooling
  3. extractionthe reaction mixture was extracted with ether
  4. washThe extract was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe ether was distilled off
  7. customto leave an oily substance, which
  8. distillationvacuum distilled

Quellen und Nachweise

ORD-Eintrag
ord-1d85d5c17de34b118e5a638c8530346d
Quelldatensatz
uspto-grants-1982_12
Patentnummer
US04365076

Notizen zur Reaktion

Wird geladen…