2-Chlorobenzaldehyde → Z-2-(4-Fluorophenyl)-3-(2-chlorophenyl)propenal

HRID 1091108Notes

Reaction equation

HRID 1091108 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=O.[F:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH:20]=[O:21])=[CH:15][CH:14]=1>O.CO>[F:12][C:13]1[CH:18]=[CH:17][C:16](/[C:19](=[CH:6]/[C:5]2[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=2[Cl:3])/[CH:20]=[O:21])=[CH:15][CH:14]=1

Participants

6

Reactant 3

HCID 69962-ChlorobenzaldehydeHCID 14798Sodium HydroxideHCID 111263222-(4-Fluorophenyl)acetaldehyde

Product 1

HCID 11318677Z-2-(4-Fluorophenyl)-3-(2-chlorophenyl)propenal

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

4.2 g of sodium hydroxide in 30 ml of water are added to a solution of 35 g of 2-chlorobenzaldehyde in 300 ml of methanol. The reaction mixture is cooled to 10° C. and 36 g of 4-fluorophenylacetaldehyde are rapidly added, during which the solution warms to 30°-40° C. The reaction solution is stirred at 40° C. for 10 hours and then cooled, and the crystals which separate out are filtered off with suction.

Workup

  1. customwarms to 30°-40° C
  2. temperaturecooled
  3. customthe crystals which separate out
  4. filtrationare filtered off with suction

Sources & evidence

ORD record
ord-0c59340eaebf4e5fa422a405723493d4
Source dataset
uspto-grants-1992_01
Patent number
US05084471

Reaction notes

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