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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 597556Generated: October 25, 2026

Benzaldehyde → 1,3-Diphenyl-2-methyl-1,3-propandione

https://huagongshe.com/reaction/597556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantDimethylformamideHCID 6228—
ReactantSodium CyanideHCID 8929—
Reactant3-(Dimethylamino)-1-phenyl-1-propanoneHCID 77042—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product1,3-Diphenyl-2-methyl-1,3-propandioneHCID 344637—

Reaction Steps

A solution of 21.2 g (0.2 mol) of benzaldehyde and 100 ml of absolute dimethylformamide is added dropwise in the course of 1/2 hour to a mixture of 9.8 g (0.2 mol) of NaCN and 100 ml of absolute dimethylformamide in a manner analogous to Example 3. Stirring is continued for 21/2 hours at 35° C. A solution of 26.6 g (0.15 mol) of dimethyl-β-benzoyl-ethylamine and 100 ml of absolute dimethylformamide is then slowly added dropwise in the course of 2 hours. Stirring is continued for 2 hours at the same temperature and water is then added to the reaction mixture in three times its quantity. The reaction product precipitates immediately. After cooling in an ice bath, the precipitated product is suction filtered and thoroughly washed with water. 34.3 g of crude product are isolated. 21.6 g (60.5% of the theory) of dibenzoyl ethane are isolated by recrystallisation from ethanol; m.p. 143° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04014889
Source datasetuspto-grants-1977_03
ORD IDord-1edd11de3330483aa6ca975150942e01
Source noteuspto-grants-1977_03