Water → HCID 85579224, compound

HRID 1928823Notes

Reaction equation

HRID 1928823 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:13])[CH:6]=[C:7]2[C:11]=1[C:10](=O)[CH2:9][CH2:8]2.Cl.[NH2:15][OH:16].C([O-])(=O)C.[Na+].O>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH3:13])[CH:6]=[C:7]2[C:11]=1[C:10](=[N:15][OH:16])[CH2:9][CH2:8]2

Participants

6

Reactant 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 68632764HCID 68632764, compound

Product 1

HCID 85579224HCID 85579224, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7-Methoxy-5-methyl-1-indanon (CAS no: 62358-78-5) (7.70 g, 0.044 mol) was dissolved in ethanol (40 mL) and hydroxylamine hydrochloride (6.23 g, 0.09 mol) and sodium acetate (7.38 g, 0.09 mol) were added. The reaction mixture was heated to reflux for 3 h. Then water (100 mL) was added and a precipitation formed which was filtered. The precipitate was washed with water, isolated and dried under high vacuum to yield 7-methoxy-5-methyl-indan-1-one oxime (8.20 g, 98%) as a white solid; MS: m/e=192.4 (M+H+).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 3 h
  3. customa precipitation
  4. customformed which
  5. filtrationwas filtered
  6. washThe precipitate was washed with water
  7. customisolated
  8. customdried under high vacuum

Sources & evidence

ORD record
ord-507e8999b109480fada2d4fa16a60929
Source dataset
uspto-grants-2012_05
Patent number
US08183380B2

Reaction notes

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