Benzaldehyde → 3-hydroxy-1,3-diphenylpropan-1-one

HRID 1368738Notes

Reaction equation

HRID 1368738 reaction equation
[C:1]1([C:7]([O:13]C)=[C:8](OC)OC)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:15](=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl.CO>[Cl-].[Cl-].[Zn+2].[Cl-].OCC[N+](C)(C)C>[OH:13][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH2:8][C:15]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:22]

Participants

6

Reactant 4

HCID 240BenzaldehydeHCID 313Hydrochloric AcidHCID 887MethanolHCID 18520757HCID 18520757, compound

Product 1

HCID 100595873-hydroxy-1,3-diphenylpropan-1-one

Reagents, catalysts & solvents 1

HCID 86758999HCID 86758999, compoundSolvent

Procedure

A mixture of phenyl trimethoxy ethylene (0.005 mol) and benzaldehyde (0.005 mol) in ZnCl2-Choline chloride (2:1) melt (0.5 ml) was stirred mechanically for 10 minutes and silylated intermediate was pipetted out and treated with HCl(1N)/MeOH (1:10) to give pure 3-hydroxy 1,3-diphenyl-1-propanone quantitatively.

Sources & evidence

ORD record
ord-8f51075938584ebc9a4fb32c724ffc5f
Source dataset
uspto-grants-2003_06
Patent number
US06573405B1

Reaction notes

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