Formaldehyde → 3-(Hydroxymethyl)-1H-pyrrole-2,5-dione
Reaction equation
[C:1]1(=[O:7])[NH:5][C:4](=[O:6])[CH:3]=[CH:2]1.[CH2:8]=[O:9].[OH-].[Na+]>>[OH:9][CH2:8][C:2]1[C:1]([NH:5][C:4](=[O:6])[CH:3]=1)=[O:7]Participants
4
Procedure
A mixture of 24 parts of maleimide (manufactured by Aldrich), 21 parts of an aqueous 35 wt % formaldehyde solution (manufactured by Wako Pure Chemical Industries), and 0.7 part of an aqueous 5 wt % sodium hydroxide solution is allow to react at 40° C. for 2 hours, to give white crystalline hydroxymethyl maleimide. The crystals are filtered under reduced pressure and dried under reduced pressure at room temperature. The crude crystalline hydroxymethyl maleimide is recrystallized in ethyl acetate, to give 22 parts of hydroxymethyl maleimide.
Workup
- customto react at 40° C. for 2 hours
Sources & evidence
- ORD record
- ord-ae70263a5b234b06b747ed194e831730
- Source dataset
- uspto-grants-2008_10
- Patent number
- US07442553B2
Reaction notes
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