Hydrochloric Acid → HCID 58952224, compound

HRID 3983Notes

Reaction equation

HRID 3983 reaction equation
CO.Cl.[Cl:4][C:5]1[CH:10]=[CH:9][C:8](/[C:11](/[CH:21](OC)[O:22]C)=[CH:12]\[C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])=[CH:7][CH:6]=1>O>[Cl:4][C:5]1[CH:10]=[CH:9][C:8](/[C:11](=[CH:12]\[C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])/[CH:21]=[O:22])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 18611552(E)-2-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-3,3-dimethoxyprop-1-ene

Product 1

HCID 58952224HCID 58952224, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Thereafter, a mixture of 1,000 ml of distilled water, 500 ml of methanol, 50 ml (59.7 g; 0.62 mole) of concentrated hydrochloric acid and 350 g (0.98 mole) of (E)-2-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-3,3-dimethoxyprop-1-ene (I) is refluxed for 4 hours, while stirring. The mixture is cooled to room temperature and 1,000 ml of water are then added, while stirring. 300 g (0.96 mole; 98% of theory) of (E)-2-(4-chlorophenyl)-3-(2,4-dichlorophenyl)-acrolein are isolated in the form of pale yellowish crystals of melting point 106°-109° C.

Workup

  1. temperatureis refluxed for 4 hours
  2. stirringwhile stirring

Sources & evidence

ORD record
ord-22ac62cc70144edcaeb56a8177416fc5
Source dataset
uspto-grants-1988_02
Patent number
US04723042

Reaction notes

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