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HRID 2038637Erstellt: 26. Oktober 2026

Triphenylphosphine → 3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-2,2-dimethyl-propionic acid methyl ester

https://huagongshe.com/reaction/2038637

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
EduktDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
EduktMethyl 3-hydroxypivalateHCID 84152—
Edukt4-hydroxy-2,3-dihydro-1H-isoindole-1,3-dioneHCID 346002—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yloxy)-2,2-dimethyl-propionic acid methyl esterHCID 5934802633,6%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

To methyl hydroxypivalate (1.31 g, 9.89 mmol) were added tetrahydrofuran (40 ml), hydroxyphthalimide (3.23 g, 19.78 mmol) and triphenylphosphine (6.48 g, 24.73 mmol). After this solution was cooled to 0° C., diisopropyl azodicarboxylate (4.87 ml, 24.73 mmol) was added dropwise to the solution. While being allowed to warm gradually, the reaction mixture was stirred for 12 hours, and concentrated under reduced pressure. The residue was roughly purified by silica gel column chromatography to give the title compound (922 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08575391B2
Quelldatensatzuspto-grants-2013_11
ORD IDord-538ef0658ace4e0ab2550a2b7a8d5014
Quellennotizuspto-grants-2013_11