Acetone → HCID 178527052, compound

HRID 1058756Notes

Reaction equation

HRID 1058756 reaction equation
[PH2:1](=[O:3])[OH:2].[C:4]1([CH:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[NH2:11])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[C:18]1([CH2:24][CH:25]=O)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.CC(C)=O>C(O)C>[C:12]1([CH:10]([NH:11][CH:25]([PH:1](=[O:2])[OH:3])[CH2:24][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 998PhenylacetaldehydeHCID 178509653HCID 178509653, compound

Product 1

HCID 178527052HCID 178527052, compoundYield 62.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 21 g (84.3 mmol) of α-phenylbenzenemethanamine phosphinate in 60 ml of anhydrous ethanol is brought to reflux. 20.25 g (168.5 mmol) of phenylacetaldehyde in 20 ml of anhydrous ethanol are added dropwise. An abundant white precipitate forms. After addition, refluxing is continued for 2.5 hours. After cooling, 100 ml of acetone are added. The precipitate obtained is filtered off and washed with the same solvent. 18.6 g of product are recovered (yield=62.9%).

Workup

  1. temperatureto reflux
  2. additionAfter addition
  3. temperaturerefluxing
  4. temperatureAfter cooling
  5. customThe precipitate obtained
  6. filtrationis filtered off
  7. washwashed with the same solvent
  8. custom18.6 g of product are recovered (yield=62.9%)

Sources & evidence

ORD record
ord-8ceae928c87544b1b2cced9b986ce7c7
Source dataset
uspto-grants-2003_02
Patent number
US06518260B1

Reaction notes

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