Hydroxyamine hydrochloride → HCID 12831590, compound

HRID 1446817Notes

Reaction equation

HRID 1446817 reaction equation
[C:1]1([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]2([OH:21])[CH2:19][CH2:18][C:17](=O)[CH2:16][CH2:15]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O-])(=O)C.[Na+].Cl.[NH2:28][OH:29]>C(O)C.O>[C:1]1([CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[C:14]2([OH:21])[CH2:19][CH2:18][C:17](=[N:28][OH:29])[CH2:16][CH2:15]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 12831589HCID 12831589, compound

Product 1

HCID 12831590HCID 12831590, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of 2.00 g of 1-[2-(phenylmethyl)phenyl]-4-oxocyclohexanol of Example 4 in 100 ml of 95% ethanol is added a solution of 1.2 g of sodium acetate in 10 ml of H2O and a solution of 1.0 g of hydroxylamine hydrochloride in 4 ml of H2O and the mixture is refluxed for 90 minutes. The solvents are removed under reduced pressure and the product is crystallized from ethanol-H2O (20 ml-100 ml) and dried (P2O5 --40°) in vacuo to provide 1.96 g of 1-[2-(phenylmethyl)phenyl]-4-oxocyclohexanol oxime, m.p. 137°-138° C.

Workup

  1. customThe solvents are removed under reduced pressure
  2. customthe product is crystallized from ethanol-H2O (20 ml-100 ml)
  3. dry with materialdried (P2O5 --40°) in vacuo

Sources & evidence

ORD record
ord-62a246478cab4ab0897097bc618b4dba
Source dataset
uspto-grants-1982_02
Patent number
US04313959

Reaction notes

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