Potassium Iodide → Ethyl 2-[(2-methylphenyl)acetyl]tetradecanoate

HRID 1834531Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1834531
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9](=[O:16])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C[O-].[Na+].Br[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].[I-].[K+]>C(O)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([CH:10]([CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH3:21])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:16]

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 89191-BromododecaneHCID 10942334Sodium MethoxideHCID 21325235Ethyl 4-(2-methylphenyl)-3-oxobutanoate

Produkt 1

HCID 21325239Ethyl 2-[(2-methylphenyl)acetyl]tetradecanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Three parts of ethyl 4-(2-methylphenyl)-3-oxobutanoate, 1 part of sodium methoxide, 4.6 parts of 1-bromododecane, 0.5 parts of potassium iodide and 50 parts of absolute ethanol were refluxed together for 4 hours and then stirred 18 hours at room temperature. The mixture was evaporated to a small volume, diluted with 100 parts water and extracted with ether. The ether extract was washed with saturated sodium bicarbonate, saturated sodium chloride solution and dried over magnesium sulfate. Evaporation of the ether gave 6 parts of crude ethyl 2-[(2-methylphenyl)acetyl]tetradecanoate as an oil which was not further purified.

Aufarbeitung

  1. customThe mixture was evaporated to a small volume
  2. additiondiluted with 100 parts water
  3. extractionextracted with ether
  4. extractionThe ether extract
  5. washwas washed with saturated sodium bicarbonate, saturated sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. customEvaporation of the ether

Quellen und Nachweise

ORD-Eintrag
ord-fcb469f7b4ae431b8421e9ab4b33d2b5
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04070481

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