2-[4-(2-Oxocyclohexylidenemethyl)phenyl]propionic acid → HCID 178460348, compound

HRID 127015Notes

Reaction equation

HRID 127015 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:19])[C:16]([OH:18])=[O:17])=[CH:11][CH:10]=1.[NH2:20][C@H:21]([C:29]([OH:31])=[O:30])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:28])[NH2:27]>O.CC(C)=O>[NH2:20][C@H:21]([C:29]([OH:31])=[O:30])[CH2:22][CH2:23][CH2:24][NH:25][C:26](=[NH:27])[NH2:28].[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[CH:8][C:9]1[CH:10]=[CH:11][C:12]([CH:15]([CH3:19])[C:16]([OH:18])=[O:17])=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 1296782-[4-(2-Oxocyclohexylidenemethyl)phenyl]propionic acidHCID 178418600HCID 178418600, compound

Product 1

HCID 178460348HCID 178460348, compoundYield 62%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent

Procedure

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.

Workup

  1. stirringstirring
  2. waitwas then continued for further 3 hours
  3. distillationThe acetone and water were distilled off

Sources & evidence

ORD record
ord-8277f122635f4ccaa017d06c1031d3c4
Source dataset
uspto-grants-1981_03
Patent number
US04254274

Reaction notes

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