Benzaldehyde → (Z)-Benzaldehyde oxime

HRID 57777

Reaction equation

HRID 57777 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:10][OH:11]>CO.O>[CH:1](=[N:10][OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Procedure

10.0 mmol of Benzaldehyde was dissolved in 30 ml of 30% solution of CH3OH and H2O, and added into a triangular flask equipped with magnetic stirrer. 10.0 mmol of hydroxylamine hydrochloride was added under stirring. After hydroxylamine hydrochloride was dissolved, 5.0 mmol of dry and porphyrized sodium carbonate was slowly added. The reaction was carried out at room temperature. After the completion of the reaction monitored by TLC, methanol was removed from the system under reduced pressure. 30 ml H2O and dichloromethane (3×30 ml) were added to extract the mixture. The organic layers were combined, and then dried over anhydrous sodium sulfate. The solvent was removed to afford a crude product of benzaldehyde oxime in 86.2% yield. The crude material was directly used in the next reaction without separation and purification.

Workup

  1. additionadded into a triangular flask
  2. customequipped with magnetic stirrer
  3. custom5.0 mmol of dry
  4. additionporphyrized sodium carbonate was slowly added
  5. customwas carried out at room temperature
  6. customwas removed from the system under reduced pressure
  7. addition30 ml H2O and dichloromethane (3×30 ml) were added
  8. extractionto extract the mixture
  9. dry with materialdried over anhydrous sodium sulfate
  10. customThe solvent was removed

Sources & evidence

ORD record
ord-89dd62ee9ec24867853d6697c9d91541
Source dataset
uspto-grants-2016_09
Patent number
US09434741B2

Linked notes

Loading…