Chloroform → HCID 135984147, compound

HRID 2164367Notes

Reaction equation

HRID 2164367 reaction equation
C(Cl)(Cl)Cl.[CH3:5][O:6][C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16]2[CH2:21][C:20](=[O:22])[C:19]([C:23](=O)[CH2:24][CH3:25])=[C:18]([OH:27])[CH2:17]2)=[CH:12][CH:11]=1)=[O:8].[CH2:28]([O:30][NH2:31])[CH3:29]>O>[CH2:28]([O:30][N:31]=[C:23]([C:19]1[C:20](=[O:22])[CH2:21][CH:16]([C:13]2[CH:14]=[CH:15][C:10]([NH:9][C:7]([O:6][CH3:5])=[O:8])=[CH:11][CH:12]=2)[CH2:17][C:18]=1[OH:27])[CH2:24][CH3:25])[CH3:29]

Participants

5

Reactant 3

HCID 6212Chloroform2×HCID 69357Hydroxylamine, O-ethyl-HCID 178458870HCID 178458870, compound

Product 1

HCID 135984147HCID 135984147, compoundYield 58.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

Into 30 ml of chloroform was dissolved 1.8 g of 5-[4-(methoxycarbonylamino)phenyl]-2-propionyl-3-hydroxy-2-cyclohexen-1-one and to the solution was added 0.5 g of ethoxyamine. The mixture was agitated for 15 hours at 40° C. and the chloroform containing produced water and a surplus amount of ethoxyamine was distilled off from it under a reduced pressure. And then, the ethyl ether was added in the residue and the crystal sedimented was collected with a filtering step and 1.2 g of desired compound was obtained. It was in the form of colorless crystals having a melting point of 160°-161° C.

Workup

  1. distillationa surplus amount of ethoxyamine was distilled off from it under a reduced pressure
  2. additionAnd then, the ethyl ether was added in the residue
  3. customthe crystal sedimented was collected with a filtering step

Sources & evidence

ORD record
ord-bf18b1752a6b4cedb4dd4adc6fbef19f
Source dataset
uspto-grants-1985_03
Patent number
US04504305

Reaction notes

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