5-Methoxytetralone → HCID 3532765, compound

HRID 1759311Notes

Reaction equation

HRID 1759311 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=O.Cl.[NH2:15][OH:16].C(=O)(O)[O-].[Na+]>CO.O>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][CH2:7][C:8]2=[N:15][OH:16]

Participants

6

Reactant 3

HCID 366205-MethoxytetraloneHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 3532765HCID 3532765, compoundYield 79.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

17.7 g (0.1 mole) of commercial 5-methoxy-1-tetralone (from Aldrich), 18.4 g (0.26 mole) of hydroxylamine hydrochloride and 22.6 g of sodium bicarbonate (0.26 mole), in 450 ml of methanol and 80 ml of water, are refluxed for 36 hours. The solvent is then removed on a rotary evaporator, the residue is thoroughly stirred with water and the precipitate is filtered off, dried and recrystallized from toluene. 15.2 g of 5-methoxy-tetralone-1-oxime (79.6% yield), of melting point 158°-159° C., are obtained.

Workup

  1. customThe solvent is then removed on a rotary evaporator
  2. filtrationthe precipitate is filtered off
  3. customdried
  4. customrecrystallized from toluene

Sources & evidence

ORD record
ord-b1844764d5c14aa8afcad177e1eed0fa
Source dataset
uspto-grants-1982_07
Patent number
US04340595

Reaction notes

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