(R)-(+)-4-tert. butoxy-3-methyl-1butanol p-toluenesulfonate → (R)-(+)-1-tert. Butoxy-2,6-dimethylheptane

Reaktionsgleichung

C1(C)C=CC(S(O[CH2:11][CH2:12][C@@H:13]([CH3:20])[CH2:14][O:15][C:16]([CH3:19])([CH3:18])[CH3:17])(=O)=O)=CC=1.[CH2:22]([Mg]Br)[CH:23]([CH3:25])[CH3:24]>>[C:16]([O:15][CH2:14][C@H:13]([CH3:20])[CH2:12][CH2:11][CH2:22][CH:23]([CH3:25])[CH3:24])([CH3:17])([CH3:18])[CH3:19]

Komponenten

Edukt 2

HCID 131710899(R)-(+)-4-tert. butoxy-3-methyl-1butanol p-toluenesulfonate

HCID 178418816HCID 178418816, Verbindung

Produkt 1

HCID 13206259(R)-(+)-1-tert. Butoxy-2,6-dimethylheptaneAusbeute 76 %

Versuchsvorschrift

Coupling of (R)-(+)-4-tert. butoxy-3-methyl-1-butanol p-toluenesulfonate with isobutylmagnesium bromide was carried out using the procedure of Example 47. (R)-(+)-1-tert. Butoxy-2,6-dimethylheptane was obtained in 76% yield as a colorless liquid.

Quellen und Nachweise

ORD-Eintrag: ord-15f2cc8ff1844ade861c4dc850713ad4
Quelldatensatz: uspto-grants-1980_03
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04191842

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