Reaktion #214197

ord-8277f122635f4ccaa017d06c1031d3c4

Reaktionsgleichung

CC(C(=O)O)c1ccc(C=C2CCCCC2=O)cc1
2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionic acid
N=C(N)NCCC[C@H](N)C(=O)O
L-arginine
→
CC(C(=O)O)c1ccc(C=C2CCCCC2=O)cc1.N=C(N)NCCC[C@H](N)C(=O)O
desired product
Ausbeute 62.0%
CC(C(=O)O)c1ccc(C=C2CCCCC2=O)cc1.N=C(N)NCCC[C@H](N)C(=O)O
2-[4-(2-Oxo-1-cyclohexylidenemethyl)phenyl]propionic acid L-arginine salt
Ausbeute 62.0%

Edukte

CC(C(=O)O)c1ccc(C=C2CCCCC2=O)cc1
2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionic acid
—
aqueous solution
N=C(N)NCCC[C@H](N)C(=O)O
L-arginine

Reagenzien

Keine

Lösungsmittel

CC(C)=O
acetone
O
water
CC(C)=O
acetone

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGstirring
  2. 2
    workup.WAITwas then continued for further 3 hours
  3. 3
    workup.DISTILLATIONThe acetone and water were distilled off

Vorschrift

To a solution of 0.2 g of 2-[4-(2-oxo-1-cyclohexylidenemethyl)phenyl]propionic acid in 1.6 ml of water and 0.5 ml of acetone was added dropwise with stirring 0.5 ml of an aqueous solution of 0.13 g of L-arginine and the resulting mixture was stirred for 1 hour. Then, 10 ml of acetone were added thereto and stirring was then continued for further 3 hours. The acetone and water were distilled off to give 0.2 g of the desired product. m.p. (decomp.) 205°-215° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04254274uspto-grants-1981_03