Water → 1,2-Bis(4-chlorophenyl)-2-hydroxyethanone

HRID 1354339Notes

Reaction equation

HRID 1354339 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[C-]#N.[K+].[OH2:13]>C(O)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6](=[O:7])[CH:6]([C:5]2[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=2)[OH:13])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 77264-ChlorobenzaldehydeHCID 9032Potassium Cyanide

Product 1

HCID 2192861,2-Bis(4-chlorophenyl)-2-hydroxyethanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

42.2 g of 4-chlorobenzaldehyde and 5 g of KCN were heated under reflux in 300 ml of a 1:1 mixture of ethanol and water for 6 hours. After cooling, the ethanol was stripped off, the residue was cooled in an ice bath and the supernatant aqueous phase was decanted off. The product was recrystallized from ethanol/petroleum ether and dried. 22 g of the compound Z1 mentioned in the title were obtained.

Workup

  1. temperatureAfter cooling
  2. temperaturethe residue was cooled in an ice bath
  3. customthe supernatant aqueous phase was decanted off
  4. customThe product was recrystallized from ethanol/petroleum ether
  5. customdried
  6. customwere obtained

Sources & evidence

ORD record
ord-17a9d2ffb2ab4eb59fd76d447aa878f5
Source dataset
uspto-grants-2007_05
Patent number
US07223781B2

Reaction notes

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