Hydroxylamine, sulfate (1:1) → HCID 136401071, compound

HRID 987362Notes

Reaction equation

HRID 987362 reaction equation
[CH3:1][C:2]1[CH:9]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:7]=[C:4]([CH:5]=O)[C:3]=1[OH:19].S(O)(O)(=O)=O.[NH2:25][OH:26].C([O-])(=O)C.[Na+]>CO>[CH3:1][C:2]1[CH:9]=[C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH:7]=[C:4]([CH:5]=[N:25][OH:26])[C:3]=1[OH:19]

Participants

5

Reactant 3

HCID 159255Hydroxylamine, sulfate (1:1)HCID 517045Sodium AcetateHCID 18008635HCID 18008635, compound

Product 1

HCID 136401071HCID 136401071, compoundYield 178.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Methyl-5-nonylsalicylaldehyde (1b) (570.8 g, 2.18 mol) was treated with hydroxylamine sulfate (197 g, 1.2 mol) and anhydrous sodium acetate (197 g, 2.40 mol) in methanol (1.5 L) at reflux for 16.5 h. Crude product in the solvent was filtered and concentrated to obtain 3-methyl-5-nonylsalicylaldoxime (595.45 g) in 98.6% yield.

Workup

  1. temperatureat reflux for 16.5 h
  2. filtrationCrude product in the solvent was filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-fda8783147754f2c954cb261345edfae
Source dataset
uspto-grants-2003_10
Patent number
US06632410B2

Reaction notes

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