Maleic Anhydride → Di(3-pentynyl) maleate

HRID 1636476Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1636476
[CH2:1]([OH:6])[CH2:2][C:3]#[C:4][CH3:5].[C:7]1(=[O:13])[O:12][C:10](=[O:11])[CH:9]=[CH:8]1>C1(C)C=CC=CC=1.CS(O)(=O)=O>[C:10]([O:12][CH2:5][CH2:4][C:3]#[C:2][CH3:1])(=[O:11])/[CH:9]=[CH:8]\[C:7]([O:6][CH2:1][CH2:2][C:3]#[C:4][CH3:5])=[O:13]

Komponenten

5

Edukt 2

HCID 7923Maleic AnhydrideHCID 662953-Pentyn-1-ol

Produkt 1

HCID 86754233Di(3-pentynyl) maleate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6395Methanesulfonic AcidKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

15 g of 3-pentyn-1-ol was reacted with 8.35 g of maleic anhydride in 25 ml of toluene and in the presence of one drop of methanesulfonic acid. 11.5 g of DPTNM was isolated from the reaction mixture (bp=134-140° C./full vacuum GC purity=98.8%). 1H NMR data: 1.77 (t, J=3 Hz, CH3), 2.52 (m, CH2CC), 4.22 (t, J=7 Hz, CH2 --O), 6.22 (s, maleate olefin CHs).

Aufarbeitung

  1. custom11.5 g of DPTNM was isolated from the reaction mixture (bp=134-140° C./full vacuum GC purity=98.8%)

Quellen und Nachweise

ORD-Eintrag
ord-abc70e7884b04b7d871fd020c6345eba
Quelldatensatz
uspto-grants-2000_03
Patentnummer
US06034199

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