Diethyl Ether → 3-Methoxypropiophenone

HRID 566545

Reaktionsgleichung

Reaktionsgleichung von HRID 566545
C([Mg]Br)C.CO[C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[C:10]#N.C1[CH2:19][O:18][CH2:17][CH2:16]1.[Cl-].[NH4+].C([O:24]CC)C>O>[CH3:19][O:18][CH2:17][CH2:16][C:10]([C:9]1[CH:8]=[CH:7][CH:14]=[CH:13][CH:12]=1)=[O:24]

Komponenten

7

Edukt 5

HCID 3283Diethyl EtherHCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 737123-MethoxybenzonitrileHCID 178418443HCID 178418443, Verbindung

Produkt 1

HCID 109427883-MethoxypropiophenoneAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

A solution of ethyl magnesium bromide in diethyl ether (58 ml, 3 M) was added dropwise at room temperature to a mixture of 3-methoxybenzonitrile (21.2 g, 0.159 mol) and dry THF (250 ml). When addition was complete the mixture was stirred for 1 h at room temperature, 3 h at 40° C. and finally stirred overnight at room temperature. Water (250 ml) was added followed by a saturated ammonium chloride solution (250 ml) and the mixture was stirred for 1 h at room temperature. The phases were separated and the aqueous phase was extracted with ethyl acetate (100 ml). The combined organic phases was dried (MgSO4) and the solvent evaporated in vacuo to give 25.9 g (99%) of 3-methoxypropiophenone.

Aufarbeitung

  1. additionWhen addition
  2. stirringthe mixture was stirred for 1 h at room temperature
  3. customThe phases were separated
  4. extractionthe aqueous phase was extracted with ethyl acetate (100 ml)
  5. dry with materialThe combined organic phases was dried (MgSO4)
  6. customthe solvent evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a25213fbab6145e6a7bf02aef9f90f80
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06174898B1

Verknüpfte Notizen

Wird geladen…