Benzaldehyde → HCID 67152966, compound

HRID 2368205Notes

Reaction equation

HRID 2368205 reaction equation
[P:1]([OH:5])(O)(O)=[O:2].[C:6]1([CH:12]([NH2:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH:20](=O)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.CCOCC.CC(C)=O>C(O)C>[CH:12]([NH:19][P:1]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:2])[OH:5])([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 21584533Acetone diethyletherHCID 67153031HCID 67153031, compound

Product 1

HCID 67152966HCID 67152966, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A mixture of 24.95 g (100 mmole) of diphenylmethylamine orthophosphate in 75 ml of anhydrous ethanol is boiled under reflux with stirring. 200 mmole of benzaldehyde in solution in 24 ml of ethanol is added drop by drop in 30 min. The reaction is followed by HPLC. After 2.5 hours, the reaction is returned to ambient temperature. An Et2O/Acetone mixture (75 ml) is added to the mixture. The white precipitate obtained is filtered, washed with water (2×60 ml) and acetone (2×60 ml) and dried. White solid, 20.2 g (60.1%).

Workup

  1. temperatureunder reflux
  2. customis returned to ambient temperature
  3. customThe white precipitate obtained
  4. filtrationis filtered
  5. washwashed with water (2×60 ml) and acetone (2×60 ml)
  6. customdried

Sources & evidence

ORD record
ord-ea898ba198e8406c9da9bedadf881919
Source dataset
uspto-grants-2014_04
Patent number
US08703747B2

Reaction notes

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