Benzaldehyde → HCID 236807, compound

HRID 1402845Notes

Reaction equation

HRID 1402845 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCO.[CH3:12][C:13]([C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=1)=[O:14]>>[Cl:21][C:18]1[CH:19]=[CH:20][C:15]([C:13](=[O:14])[CH:12]=[CH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:16][CH:17]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 702EthanolHCID 7467P-Chloroacetophenone

Product 1

HCID 236807HCID 236807, compoundYield 91.9%

Procedure

To a solution of benzaldehyde (2 g) in EtOH (40 ml) 3 M NaOH solution (3 eq) and 4-chloroacetophenone (2.91 g) were added. The resulting mixture was stirred at rt for 2 h forming a yellow precipitate. The solid was separated by suction filtration and washed with water. The crude was purified by recrystallisation from methanol to give 1-(4-chlorophenyl)-3-phenylprop-2-en-1-one (4.2 g) as pale yellow crystals.

Workup

  1. customforming a yellow precipitate
  2. customThe solid was separated by suction filtration
  3. washwashed with water
  4. customThe crude was purified by recrystallisation from methanol

Sources & evidence

ORD record
ord-a2a4c9dee50c42a389ceed021bb7f4c2
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

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