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Sodium Hydroxide → 3,5-Dimethyldodecanoic acid

HRID 922093
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 922093
[CH3:1][CH:2]([CH:13](C([O-])=O)[C:14]([O:16]CC)=[O:15])[CH2:3][CH:4]([CH3:12])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[OH-].[Na+]>>[CH3:1][CH:2]([CH2:3][CH:4]([CH3:12])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:13][C:14]([OH:16])=[O:15]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 14798Sodium HydroxideHCID 131734962HCID 131734962, Verbindung

Produkt 1

HCID 569358013,5-Dimethyldodecanoic acidAusbeute 88,2 %

Versuchsvorschrift

In a nitrogen atmosphere, ethyl 2-(1,3-dimethyldecyl)malonate (4Et) (35.2 g, 0.107 mol) and a 13% by weight aqueous sodium hydroxide solution (104 g) were placed in a reaction vessel and stirred under refluxing with heating for one hour. Then, the resulting ethanol therein was distilled off in one hour. A 56% by weight aqueous sulfuric acid solution (93 g) was added thereto and the resulting mixture was under refluxing with heating for 30 hours. The reaction mixture was diluted with tetrahydrofuran. The organic phase was washed three times with an aqueous saturated sodium chloride solution and concentrated under reduced pressure. The concentrate thus obtained was distilled under reduced pressure (bp: from 130 to 140° C./2 mmHg) to obtain 3,5-dimethyldodecanoic acid (5) (21.6 g, 0.0944 mol). A total yield of three steps from the 2-methylnonyl chloride (1Cl) was 59%.

Aufarbeitung

  1. temperatureunder refluxing
  2. temperaturewith heating for one hour
  3. distillationThen, the resulting ethanol therein was distilled off in one hour
  4. additionA 56% by weight aqueous sulfuric acid solution (93 g) was added
  5. temperatureunder refluxing
  6. temperaturewith heating for 30 hours
  7. additionThe reaction mixture was diluted with tetrahydrofuran
  8. washThe organic phase was washed three times with an aqueous saturated sodium chloride solution
  9. concentrationconcentrated under reduced pressure
  10. concentrationThe concentrate thus
  11. customobtained
  12. distillationwas distilled under reduced pressure (bp: from 130 to 140° C./2 mmHg)

Quellen und Nachweise

ORD-Eintrag
ord-a4bfa82cfae84049b861b0f495f00fb7
Quelldatensatz
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09278900B2

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