Ethyl Acetate → HCID 66643951, Verbindung

HRID 1187065Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1187065
[Br:1][C:2]1[C:3]([CH3:11])=[C:4]([CH2:9][OH:10])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[Li+].[Cl-].C[CH2:15][O:16]C(C)=O>FC(F)(F)C(O)=O.CO.Cl[Pd]Cl>[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]2[C:15](=[O:16])[O:10][CH2:9][C:4]=2[C:3]=1[CH3:11]

Komponenten

7

Edukt 3

HCID 8857Ethyl AcetateHCID 433294Lithium ChlorideHCID 10656303(3-bromo-2,5-dimethylphenyl)methanol

Produkt 1

HCID 66643951HCID 66643951, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 24290Palladium ChlorideKatalysatorHCID 887MethanolLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

To a solution of (3-bromo-2,5-dimethylphenyl)methanol (1.6 g, 7.4 mmol) in trifluoroacetic acid (20 mL) was added Tl(OOCF3)3 (4 g, 7.4 mmol) at r.t, then the reaction was stirred at r.t overnight under N2. The mixture was concentrated under pressure. The residue solids, LiCl (0.6 g, 14.9 mmol), MgO (0.6 g, 14.9 mmol) and PdCl2 (0.13 g, 0.74 mmol) in MeOH were stirred under CO at 1 Mpa over night. EtOAc was added to the mixture and filtered. The organic phase was concentrated to afford 5-bromo-4,7-dimethyl-2-benzofuran-1(3H)-one.

Aufarbeitung

  1. concentrationThe mixture was concentrated under pressure
  2. filtrationfiltered
  3. concentrationThe organic phase was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-0b1becdcefec40c18244141b60be698d
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673920B2

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