Ethanol → HCID 348924, compound

HRID 398782Notes

Reaction equation

HRID 398782 reaction equation
[OH2:1].O.O.C([O-])(=O)C.[Na+].Cl.[NH2:10]O.C(O)C.[C:15]1(=O)[C:28]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]=2[CH2:18][CH2:17][CH2:16]1>O>[C:15]1(=[N:10][OH:1])[C:28]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C:19]=2[CH2:18][CH2:17][CH2:16]1

Participants

6

Reactant 4

HCID 702EthanolHCID 2256831-Oxo-1,2,3,4-tetrahydrophenanthreneHCID 443297Hydroxyamine hydrochlorideHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 348924HCID 348924, compoundYield 87.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of sodium acetate trihydrate (7.07 g, 52 mmol) in water (30 ml) was added hydroxylamine hydrochloride (3.61 g, 52 mmol). Ethanol (75 ml) and 3,4-dihydro-2H-phenantren-1-one (5.0 g, 26 mmol) were added and the suspension was heated at reflux for 2h. The reaction mixture was cooled on an ice-bath and the precipitated solid was isolated by filtration, washed with cold water and dried in vacuo to afford 4.8 g of 3,4-dihydro-2H-phenanthren-1-one-oxime.

Workup

  1. temperaturethe suspension was heated
  2. temperatureat reflux for 2h
  3. temperatureThe reaction mixture was cooled on an ice-bath
  4. customthe precipitated solid was isolated by filtration
  5. washwashed with cold water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-50442ad48bc24e82bc304febef8beb20
Source dataset
uspto-grants-1998_10
Patent number
US05817654

Reaction notes

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