1-(4-Methoxyphenyl)-2-phenylethan-1-one → HCID 76529953, compound

HRID 2378066Notes

Reaction equation

HRID 2378066 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.Cl.[NH2:19][OH:20].C([O-])(=O)C.[Na+]>C(O)C.O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[N:19][OH:20])[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 2310931-(4-Methoxyphenyl)-2-phenylethan-1-oneHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Product 1

HCID 76529953HCID 76529953, compoundYield 87.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of the product of Step A, 1-(4-methoxy-phenyl)-2-phenyl-ethanone, (1011 g, 4468 mmoles) in absolute ethanol (2 gallons) is added hydroxylamine hydrochloride (373 g, 5362 mmoles) and sodium acetate (440 g, 5362 mmoles.) The reaction mixture is stirred at room temperature for two days. The mixture is diluted with water (8 L) and the resultant mixture is stirred at room temperature for one hour. The mixture is subsequently filtered to give a solid, which is rinsed with water (3×4 L.) The product is dried to afford the synthetic intermediate 1-(4-methoxy-phenyl)-2-phenyl-ethanone oxime (948 g.)

Workup

  1. filtrationThe mixture is subsequently filtered
  2. customto give a solid, which
  3. washis rinsed with water (3×4 L.) The product
  4. customis dried

Sources & evidence

ORD record
ord-35c47b316db24c0c83c960afb843120d
Source dataset
uspto-grants-2008_12
Patent number
US07470715B2

Reaction notes

Loading…