Hydrochloric Acid → 1-Chloro-5,5-dimethylnonan-4-one

HRID 1391162Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1391162
[CH3:1][C:2]([Mg]Cl)([CH3:7])[CH2:3][CH2:4][CH2:5][CH3:6].[Mg].ClC(C)(C)CCCC.[Cl:19][CH2:20][CH2:21][CH2:22][C:23](Cl)=[O:24].Cl>CCOCC>[Cl:19][CH2:20][CH2:21][CH2:22][C:23](=[O:24])[C:2]([CH3:7])([CH3:1])[CH2:3][CH2:4][CH2:5][CH3:6]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 783704-Chlorobutyryl chlorideHCID 1382242-Chloro-2-methylhexaneHCID 5462224MagnesiumHCID 178443943HCID 178443943, Verbindung

Produkt 1

HCID 203860731-Chloro-5,5-dimethylnonan-4-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

Four hundred ml. of a solution in ether of 1,1-dimethylpentylmagnesium chloride prepared from magnesium (24.3 g., 1.0 mole) and 1-chloro-1,1-dimethylpentane (134.5 g., 1.0 mole) according to the procedure of Whitmore and Badertscher [J. Am. Chem. Soc., 55, 1559 (1933)] is added dropwise with stirring to 4-chlorobutyryl chloride (197 g., 1.4 moles) in ether (400 ml.) during 6 hours. The reaction mixture is stirred for an additional 12 hours. It is then poured into a mixture of ice and dilute hydrochloric acid. The ether layer is separated, washed with water, and dried over sodium sulfate. The ether is evaporated and the residue distilled at aspirator vacuum through a Vigreaux column to yield the product as a colorless oil.

Aufarbeitung

  1. additionis added dropwise
  2. customThe ether layer is separated
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. customThe ether is evaporated
  6. distillationthe residue distilled at aspirator vacuum through a Vigreaux column

Quellen und Nachweise

ORD-Eintrag
ord-b4a3cb6910e84843912579b1ad27e274
Quelldatensatz
uspto-grants-1979_02
Patentnummer
US04140861

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