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Potassium Iodide → 4-[10-(4-Carbethoxyphenoxy)decyl]-3,5-heptanedione

HRID 2163418
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2163418
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]([C:13](=[O:16])[CH2:14][CH3:15])[C:9](=[O:12])[CH2:10][CH3:11].[OH:17][C:18]1[CH:28]=[CH:27][C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CC(C)=O>[C:22]([C:21]1[CH:20]=[CH:19][C:18]([O:17][CH2:2][CH2:3][CH2:4][CH2:5][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]([C:13](=[O:16])[CH2:14][CH3:15])[C:9](=[O:12])[CH2:10][CH3:11])=[CH:28][CH:27]=1)([O:24][CH2:25][CH3:26])=[O:23]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 8434EthylparabenHCID 11430Potassium CarbonateHCID 123634064-(6-Bromohexyl)heptane-3,5-dione

Produkt 1

HCID 227536734-[10-(4-Carbethoxyphenoxy)decyl]-3,5-heptanedione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180
Acetone
Lösungsmittel

Versuchsvorschrift

A mixture of 26.3 g. (0.0758 mole) of 4-(6-bromohexyl)-3,5-heptanedione, 13.1 g. (0.0787 mole) of ethyl p-hydroxybenzoate, 31.5 g. (0.228 mole) of powdered potassium carbonate, 4 g. of potassium iodide and 500 ml. of acetone was heated at reflux for 36 hours. The reaction mixture was concentrated in vacuo and partitioned between water and methylene dichloride. The organic layer was washed successively with sodium hydroxide solution, water, hydrochloric acid, water and sodium chloride solution, and then dried over anhydrous magnesium sulfate. The solution was concentrated and the residue crystallized and recrystallized from n-pentane to give 4-[10-(4-carbethoxyphenoxy)decyl]-3,5-heptanedione, m.p. 45°-46° C.

Aufarbeitung

  1. additionA mixture of 26.3 g
  2. temperatureat reflux for 36 hours
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. custompartitioned between water and methylene dichloride
  5. washThe organic layer was washed successively with sodium hydroxide solution, water, hydrochloric acid, water and sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationThe solution was concentrated
  8. customthe residue crystallized
  9. customrecrystallized from n-pentane

Quellen und Nachweise

ORD-Eintrag
ord-552d12a6d45e432cb6749a14c8e198ac
Quelldatensatz
uspto-grants-1979_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04133959

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