Maleic Anhydride → HCID 86754233, compound

HRID 582946

Reaction equation

HRID 582946 reaction equation
[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]

Participants

5

Reactant 2

HCID 7923Maleic AnhydrideHCID 662953-Pentyn-1-ol

Product 1

HCID 86754233HCID 86754233, compound

Reagents, catalysts & solvents 2

HCID 6395Methanesulfonic AcidCatalystHCID 1140TolueneSolvent

Procedure

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).

Workup

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

Sources & evidence

ORD record
ord-068930b4335d4bcdb4508b8900287722
Source dataset
uspto-grants-1999_07
Patent number
US05928564

Linked notes

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