Benzaldehyde → (Z)-Benzaldehyde oxime

HRID 1976110Notes

Reaction equation

HRID 1976110 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:10][OH:11].C(N(CC)CC)C>O1CCOCC1>[CH:1](=[N:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Conditions

Temperature
35 °C

Procedure

To a solution of benzaldehyde (2.0 g, 19 mmol) in 1,4-dioxane (6.0 ml) was added hydroxylamine hydrochloride (1.3 g, 19 mmol) and triethylamine (2.6 ml, 19 mmol). The mixture was sonicated for 0.5 h and stirred at room temperature for 116 h and at 35° C. for 24 h. The solvent was removed in vacuo and the residue was dissolved in dichloromethane and washed with water, dried (MgSO4), filtered and evaporated in vacuo affording 1.9 g (84%) of benzaldehyde oxime as an oil.

Workup

  1. customThe mixture was sonicated for 0.5 h
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in dichloromethane
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-8ccda58d452e4037998433d57b85283c
Source dataset
uspto-grants-2001_05
Patent number
US06225329B1

Reaction notes

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