Methanol → Methyl 3-phenylbutanoate

Reaktionsgleichung

S(Cl)(Cl)=O.[C:5]1([CH:11]([CH3:16])[CH2:12][C:13]([OH:15])=[O:14])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:17]O>>[C:5]1([CH:11]([CH3:16])[CH2:12][C:13]([O:15][CH3:17])=[O:14])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Komponenten

Edukt 3

HCID 887Methanol

HCID 207243-Phenylbutyric acid

HCID 24386Thionyl Chloride

Produkt 1

HCID 137945Methyl 3-phenylbutanoate

Versuchsvorschrift

Thionyl chloride (44 ml, 91.4 mmol) is added dropwise to methanol (30 ml) at 0° C., followed by 3-phenylbutyric acid (10 g, 60.9 mmol). The reaction is stirred for 4 hours and the solvent is evaporated. The residue is partitioned between t-butylnethyl ether and aqueous ammonia. The organic phase is washed with water and brine, dried (Na2SO4) and evaporated to afford the title compound. MH+179.

Aufarbeitung

customthe solvent is evaporated
customThe residue is partitioned between t-butylnethyl ether and aqueous ammonia
washThe organic phase is washed with water and brine
dry with materialdried (Na2SO4)
customevaporated

Quellen und Nachweise

ORD-Eintrag: ord-dabb0134a3664218ab80ff869d75d7fc
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07745462B2

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