Reaktion #456102

ord-bdaa163f720c4892bd85a72b7044531c

Reaktionsgleichung

OCCCCCCO
1,6-hexanediol
NC(=O)N1C(=O)C=CC1=O
N-carbamylmaleimide
→
NC(=O)NC(=O)/C=C\C(=O)OCCCCCCOC(=O)/C=C\C(=O)NC(N)=O
1,6-hexanediol bismaleurate
Ausbeute 70.6%

Edukte

OCCCCCCO
1,6-hexanediol
NC(=O)N1C(=O)C=CC1=O
N-carbamylmaleimide

Reagenzien

[Cl-].[Cl-].[Zn+2]
zinc chloride

Lösungsmittel

CC#N
acetonitrile

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated to reflux
  2. 2
    Sonstigea lot of solid material had been produced from the mixture
  3. 3
    FiltrationThe mixture was filtered
  4. 4
    Waschenthe solids washed with acetonitrile
  5. 5
    Sonstigedried

Vorschrift

A mixture of 5.66 g of 1,6-hexanediol (0.048 moles), 12 g of N-carbamylmaleimide (0.086 moles) and 0.3 g of zinc chloride (0.0022 moles) in 70 mL of acetonitrile was heated to reflux. After 3 hours, a lot of solid material had been produced from the mixture. The mixture was filtered and the solids washed with acetonitrile and dried to afford 12.1 g of 1,6-hexanediol bismaleurate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06136378uspto-grants-2000_10