Benzoic Acid → HCID 18426770, compound

HRID 1583257Notes

Reaction equation

HRID 1583257 reaction equation
[NH2:1][OH:2].[C:3]([OH:11])(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO>[C:3]([O-:11])(=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[OH:2][NH3+:1]

Participants

4

Reactant 2

HCID 243Benzoic AcidHCID 787Hydroxylamine3×

Product 1

HCID 18426770HCID 18426770, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of hydroxylamine in methanol prepared as in example 31 was used (4.1 g NH2OH in 100 mL solution). The hydroxylamine solution (41 mL) was placed in a 250 mL Erlenmeyer flask furnished with magnetic stirring bar and was kept cooled in ice-water bath (about 10° C.). The pH was 7.6. A solution of benzoic acid (6.1 g; 0.05 mol) in absolute methanol (50 mL) was slowly added with stirring (pH 6.3). The clear mixture was then stirred for one hour at room temperature and then carefully evaporated to dryness. Hydroxylamine benzoate was collected as a white crystalline solid (7.5 g). Yield 96.8%.

Workup

  1. customfurnished with magnetic stirring bar
  2. stirringThe clear mixture was then stirred for one hour at room temperature
  3. customcarefully evaporated to dryness
  4. customHydroxylamine benzoate was collected as a white crystalline solid (7.5 g)

Sources & evidence

ORD record
ord-7b1fa7536c644c7d8a078d63ed724583
Source dataset
uspto-grants-1985_11
Patent number
US04551324

Reaction notes

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