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Sodium Hydroxide → 3-Chloro-2,2-dimethylbut-3-enoic acid

HRID 468517
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 468517
[Cl:1][C:2](=[CH2:10])[C:3]([CH3:9])([CH3:8])[C:4]([O:6]C)=[O:5].[OH-].[Na+]>O>[Cl:1][C:2](=[CH2:10])[C:3]([CH3:9])([CH3:8])[C:4]([OH:6])=[O:5]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 40423475Methyl 3-chloro-2,2-dimethylbut-3-enoate

Produkt 1

HCID 404234773-Chloro-2,2-dimethylbut-3-enoic acidAusbeute 44 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of methyl 3-chloro-2,2-dimethylbut-3-enoate (42.0 g, 0.26 mol) and NaOH (12.4 g, 031 mol) in water (300 mL) was heated at reflux overnight. After cooling, the reaction mixture was extracted with ether. The organic layer contained 20 g of methyl 3-chloro-2,2-dimethylbut-3-enoate (48% recovered). The aqueous layer was acidified with cold 20% HCl solution and was extracted with ether (250 mL×3). The combined organic layers were dried and evaporated under reduced pressure to give 3-chloro-2,2-dimethylbut-3-enoic acid (17 g, 44%), which was used directly in the next step.

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Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux overnight
  3. temperatureAfter cooling
  4. extractionthe reaction mixture was extracted with ether
  5. extractionwas extracted with ether (250 mL×3)
  6. customThe combined organic layers were dried
  7. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c673632a67c3427986008d179b470cd2
Quelldatensatz
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08623905B2

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