Acetyl chloride → HCID 85826160, Verbindung

HRID 2064673Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2064673
[Cl-].[Mg+2].[Cl-].[CH2:4]([O:6][C:7](=[O:17])[CH2:8][C:9](=[O:16])[CH2:10][O:11][C:12]([CH3:15])([CH3:14])[CH3:13])[CH3:5].[C:18](Cl)(=[O:20])[CH3:19].[Cl-].[NH4+]>ClCCl.N1C=CC=CC=1>[CH2:4]([O:6][C:7](=[O:17])[CH:8]([C:18](=[O:20])[CH3:19])[C:9](=[O:16])[CH2:10][O:11][C:12]([CH3:13])([CH3:15])[CH3:14])[CH3:5]

Komponenten

7

Edukt 4

HCID 6367Acetyl chlorideHCID 25517Ammonium ChlorideHCID 5360315Magnesium ChlorideHCID 11790264Ethyl 4-(tert-butoxy)-3-oxobutanoate

Produkt 1

HCID 85826160HCID 85826160, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A suspension of dry magnesium chloride (0.471 g) in dichloromethane (6 ml) was treated with 4-tert-butoxy-3-oxo-butyric acid ethyl ester [1.00 g, Reference Example 43]. This mixture was cooled to 0° C., then treated with pyridine (0.80 ml), then stirred for 15 minutes at 0° C. and then treated with acetyl chloride (0.352 ml). After stirring for a further 15 minutes at 0° C. and then for 1 hour at ambient temperature the reaction mixture was treated with saturated aqueous ammonium chloride solution and then extracted twice with ethyl acetate. The combined extracts were dried over magnesium sulfate and then evaporated to yield 2-acetyl-4-tert-butoxy-3-oxo-butyric acid ethyl ester (1.15 g) as a yellow oil which was used without further purification. LC-MS (METHOD B): RT=3.16 minutes; 243 (M−H)−.

Aufarbeitung

  1. stirringAfter stirring for a further 15 minutes at 0° C.
  2. extractionextracted twice with ethyl acetate
  3. dry with materialThe combined extracts were dried over magnesium sulfate
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-911552e7b9464f0991adb0a205215e01
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08288425B2

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