Ethanone, 1-[3-methoxy-4-(methoxymethoxy)phenyl]- → HCID 59643063, Verbindung

HRID 2251611Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2251611
[Li][CH2:2]CCC.[CH3:6][O:7][C:8]1[CH:9]=[C:10]([C:18](=O)[CH3:19])[CH:11]=[CH:12][C:13]=1[O:14][CH2:15][O:16][CH3:17]>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1COCC1.CCCCCC>[C:18]([C:10]1[CH:11]=[CH:12][C:13]([O:14][CH2:15][O:16][CH3:17])=[C:8]([O:7][CH3:6])[CH:9]=1)([CH3:19])=[CH2:2]

Komponenten

6

Edukt 2

HCID 11356263Ethanone, 1-[3-methoxy-4-(methoxymethoxy)phenyl]-HCID 178418339Butyllithium

Produkt 1

HCID 59643063HCID 59643063, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 74505Methyltriphenyliphosphonium bromideKatalysatorHCID 8028TetrahydrofuranLösungsmittel2×HCID 8058HexaneLösungsmittel

Reaktionsbedingungen

Temperatur
-80 °C

Versuchsvorschrift

A suspension of methyltriphenylphosphonium bromide (1.1 g, 3.09 mmol, 1.3 eq.) in 5 mL dry THF cooled to −80° C. was slowly treated with BuLi (1.94 mL of a 1.6 m solution in hexane, 1.3 eq.). To this yellow suspension a solution of 1-(3-methoxy-4-methoxymethoxy-phenyl)-ethanone (500 mg, 2.38 mmol, 1 eq.) in 5 mL dry THF was added and the reaction mixture was allowed to warm to r.t. where stirring was continued for 12 h. The suspension was filtered and the solvent was evaporated in vacuo. The crude product was purified using flash chromatography (silica gel, hexane/EtOAc 6:1) to yield the desired product as a color-less oil.

Aufarbeitung

  1. temperatureto warm to r.t. where
  2. filtrationThe suspension was filtered
  3. customthe solvent was evaporated in vacuo
  4. customThe crude product was purified

Quellen und Nachweise

ORD-Eintrag
ord-4f8aca4ed01348d1be726ba7af91abfe
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07319101B2

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