O-ethylhydroxylamine hydrochloride → HCID 136090818, compound

HRID 1870651Notes

Reaction equation

HRID 1870651 reaction equation
[Cl:1][C:2]1[C:3]([CH:16]2[CH2:21][C:20](=[O:22])[C:19]([C:23](=O)[CH2:24][CH3:25])=[CH:18][CH2:17]2)=[C:4]([CH3:15])[C:5]([CH3:14])=[C:6]2[C:10]=1[CH2:9][C:8]([CH2:12][CH3:13])([CH3:11])[CH2:7]2.C([O-])(=[O:29])C.[Na+].Cl.[O:33]([NH2:36])[CH2:34][CH3:35]>C(O)C>[Cl:1][C:2]1[C:3]([CH:16]2[CH2:21][C:20](=[O:22])[C:19]([C:23](=[N:36][O:33][CH2:34][CH3:35])[CH2:24][CH3:25])=[C:18]([OH:29])[CH2:17]2)=[C:4]([CH3:15])[C:5]([CH3:14])=[C:6]2[C:10]=1[CH2:9][C:8]([CH2:12][CH3:13])([CH3:11])[CH2:7]2

Participants

5

Reactant 3

HCID 76850O-ethylhydroxylamine hydrochlorideHCID 517045Sodium AcetateHCID 18696682HCID 18696682, compound

Product 1

HCID 136090818HCID 136090818, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution 0.37 g of the 5-(7-chloro-2-ethyl-2,4,5-trimethylindan-6-yl)-2-propionyl-cyclohex-2-en-1-one in 10 ml of ethanol was added 0.16 g of sodium acetate (NaOAc.3H2O) and 0.13 g of ethoxylamine hydrochloride. After stirring at room temperature for 10 hours, the reaction mixture extracted with diethyl ether. The combined organic layer was dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by silica-gel column chromatography to afford 0.338 g of the title compound as yellow solid.

Workup

  1. extractionthe reaction mixture extracted with diethyl ether
  2. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. customThe residue was purified by silica-gel column chromatography

Sources & evidence

ORD record
ord-532b3e5b1163487fa9d32b006982ba1e
Source dataset
uspto-grants-2000_08
Patent number
US06096930

Reaction notes

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