Hydroxylamine, O-ethyl- → HCID 136196374, compound

HRID 2164366Notes

Reaction equation

HRID 2164366 reaction equation
[CH3:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]2[CH2:18][C:17](=[O:19])[C:16]([C:20](=O)[CH2:21][CH3:22])=[C:15]([OH:24])[CH2:14]2)=[CH:9][CH:8]=1)=[O:5].[CH2:29]([O:31][NH2:32])[CH3:30]>C(Cl)(Cl)Cl>[CH2:29]([O:31][N:32]=[C:20]([C:16]1[C:17](=[O:19])[CH2:18][CH:13]([C:10]2[CH:11]=[CH:12][C:7]([NH:6][C:4](=[O:5])[C:3]3[CH:25]=[CH:26][CH:27]=[CH:28][C:2]=3[CH3:1])=[CH:8][CH:9]=2)[CH2:14][C:15]=1[OH:24])[CH2:21][CH3:22])[CH3:30]

Participants

4

Reactant 2

HCID 69357Hydroxylamine, O-ethyl-HCID 178458868HCID 178458868, compound

Product 1

HCID 136196374HCID 136196374, compoundYield 56.1%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Into 30 ml of chloroform was dissolved 1.6 g of 5-[4-(2-methylbenzamido)phenyl]-2-propionyl-3-hydroxy-2-cyclohexen-1-one and to the solution was added 0.4 g of ethoxyamine. The mixture was kept for 15 hours at 40° C. and the reacting solution was washed with water and a surplus amount of ethoxyamine was removed from it. After dried, the chloroform was distilled off from it and ethyl ether was added in the residue. The crystal sedimented was collected with a filtering step and 1.0 g of desired compound was obtained. It was in the form of colorless crystals having a melting point of 139°-140° C.

Workup

  1. washthe reacting solution was washed with water
  2. customa surplus amount of ethoxyamine was removed from it
  3. customAfter dried
  4. distillationthe chloroform was distilled off from it and ethyl ether
  5. additionwas added in the residue
  6. customThe crystal sedimented was collected with a filtering step

Sources & evidence

ORD record
ord-8e88ddb15cdf49ce9cafe65307813c68
Source dataset
uspto-grants-1985_03
Patent number
US04504305

Reaction notes

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