Itaconic acid → HCID 21920031, compound

HRID 1823052Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:9]=[CH:10]/[C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH:6]=[CH:7][CH:8]=1.[C:18]([OH:26])(=[O:25])[C:19]([CH2:21][C:22](O)=[O:23])=[CH2:20]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[CH:9]=[CH:10]/[C:11]2[CH:12]=[CH:13][C:14]([N:17]3[C:22](=[O:23])[CH2:21][CH:19]([C:18]([OH:26])=[O:25])[CH2:20]3)=[CH:15][CH:16]=2)[CH:6]=[CH:7][CH:8]=1

Participants

Reactant 2

HCID 811Itaconic acid

HCID 6440384154028-32-7

Product 1

HCID 21920031HCID 21920031, compound

Procedure

In an analogous manner to that described in Example 36c), the reaction of (E)-4-[2-(3-methoxy-phenyl)-vinyl]-phenylamine with itaconic acid yields the (RS)-(E)-1-{4-[2-(3-methoxy-phenyl)-vinyl]-phenyl}-5-oxo-pyrrolidine-3-carboxylic acid as a brown solid; MS: m/e=336 (M−H)+.

Sources & evidence

ORD record: ord-3142f14a503d480fbb95a5fd5bfc3b5f
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07037935B2

Reaction notes

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