Hydroxyamine hydrochloride → HCID 86125164, compound

HRID 2412972Notes

Reaction equation

HRID 2412972 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[CH2:13][CH2:12][C:11](=O)[CH:10]=2)=[CH:5][CH:4]=1.Cl.[NH2:25][OH:26]>CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[CH2:13][CH2:12][C:11](=[N:25][OH:26])[CH:10]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 13370661HCID 13370661, compound

Product 1

HCID 86125164HCID 86125164, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 188.6 g. of 3,4-bis(4-methoxyphenyl)-2-cyclohexen-1-one and 84.8 g. of hydroxylamine hydrochloride in 1.5 liters of methanol was heated to reflux for three hours. The reaction was then stirred overnight at room temperature and evaporated in vacuo. To the residue were added one liter of ethyl acetate and 600 ml. of water. The layers were separated and the organic layer was washed three times each with 500 ml. of water. The organic layer was dried over sodium sulfate, filtered, and evaporated in vacuo to provide 192.59 g. of the title oxime intermediate.

Workup

  1. temperatureto reflux for three hours
  2. customevaporated in vacuo
  3. additionTo the residue were added one liter of ethyl acetate and 600 ml
  4. customThe layers were separated
  5. washthe organic layer was washed three times each with 500 ml
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. filtrationfiltered
  8. customevaporated in vacuo
  9. customto provide 192.59 g

Sources & evidence

ORD record
ord-519856978cc0419191206504b5d9b806
Source dataset
uspto-grants-1985_01
Patent number
US04495202

Reaction notes

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