Hydrochloric Acid → Diethyl 2-(1-(4-methoxyphenyl)-2-methylpropan-2-yl)malonate

HRID 20046

Reaktionsgleichung

Reaktionsgleichung von HRID 20046
[CH2:1]([O:3][C:4](=[O:14])[C:5](=[C:11]([CH3:13])[CH3:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[CH3:15][O:16][C:17]1[CH:25]=[CH:24][C:20]([CH2:21][Mg]Cl)=[CH:19][CH:18]=1.Cl>CCOCC>[CH3:15][O:16][C:17]1[CH:25]=[CH:24][C:20]([CH2:21][C:11]([CH:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[C:4]([O:3][CH2:1][CH3:2])=[O:14])([CH3:12])[CH3:13])=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 81255Diethyl isopropylidenemalonateHCID 178490607HCID 178490607, Verbindung

Produkt 1

HCID 67304572Diethyl 2-(1-(4-methoxyphenyl)-2-methylpropan-2-yl)malonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

Diethylisopropylidenemalonate (6.686 ml, 34.09 mmol) was dissolved in 300 ml Et2O and cooled to −78° C. 4-Methoxybenzylmagnesium chloride (150.000 ml, 37.50 mmol) was added and stirring was continued for 5 h. The temperature was warmed up to 0° C. The reaction was hydrolyzed with 0.5 M HCl and extracted 3×EtOAc. Glass col. Chromatography (10-50% EtOAc in Hex.) provided diethyl 2-(1-(4-methoxyphenyl)-2-methylpropan-2-yl)malonate. MS m/z: 323.1 (M+1).

Aufarbeitung

  1. temperatureThe temperature was warmed up to 0° C
  2. extractionextracted 3×EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-a116fb5593f14d639fa1ae35017a6363
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745484B2

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