Citraconic Anhydrides → HCID 43236231, compound

HRID 1191706Notes

Reaction equation

HRID 1191706 reaction equation
[CH3:1][C:2]1=[CH:3][C:4]([O:6][C:7]1=[O:8])=O.[CH3:9][O:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH2:16])=[CH:13][CH:12]=1>C(O)(=O)C>[CH3:9][O:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][N:16]2[C:4](=[O:6])[CH:3]=[C:2]([CH3:1])[C:7]2=[O:8])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 12012Citraconic AnhydridesHCID 754524-Methoxybenzylamine

Product 1

HCID 43236231HCID 43236231, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Methylmaleic anhydride (10 g, 89.2 mmol) and 4-methoxybenzylamine (11.6 mL, 89.2 mmol) were heated to 100° C. in 35 mL glacial acetic acid for 5 h. Solvent was evaporated. The residue was taken up in EtOAc and washed with sat'd aq NaHCO3, water, and brine. The organic phase was dried (MgSO4), filtered, and evaporated. The title compound was obtained as a solid and used without further purification (18.75 g, quant).

Workup

  1. customSolvent was evaporated
  2. washwashed with sat'd aq NaHCO3, water, and brine
  3. dry with materialThe organic phase was dried (MgSO4)
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-eee9869fc30845cc92d1a5ce8031f515
Source dataset
uspto-grants-2014_03
Patent number
US08680122B2

Reaction notes

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