Water → Methyl 3-allylbenzoate

HRID 1510121Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1510121
Br[C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[CH2:12]([Sn](CCCC)CCCC)[CH2:13][CH2:14]C.O>CN(C=O)C>[CH2:14]([C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])[CH:13]=[CH2:12]

Komponenten

5

Edukt 3

HCID 962WaterHCID 12070Methyl 3-bromobenzoateHCID 3032732Tributylstannanyl

Produkt 1

HCID 10559182Methyl 3-allylbenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of methyl 3-bromobenzoate (10.0 g, 46.5 mmol) in DMF (50 mL) was added ally tributyltin (23.1 g, 69.8 mmol) followed by tetrakis(triphenylphoshine) palladium(0) (1.08 g, 0.93 mmol). After stirring 80° C. overnight the reaction mixture was poured into H2O (500 mL), extracted with ethyl acetate (three times), dried over MgSO4 and concentrated under vacuum to afford the desired product.

Aufarbeitung

  1. extractionextracted with ethyl acetate (three times)
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d62c07086d634a589149020cd79fbacc
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08211904B2

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