Sulfuric Acid → 5,5-Dimethyl-2-formyl-1-(p-chlorophenyl)-hex-2-ene

HRID 654841

Reaction equation

HRID 654841 reaction equation
[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=O.[OH-].[Na+].[Cl:10][C:11]1[CH:20]=[CH:19][C:14]([CH2:15][CH2:16][CH:17]=[O:18])=[CH:13][CH:12]=1.S(=O)(=O)(O)O>CO>[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=[C:16]([CH:17]=[O:18])[CH2:15][C:14]1[CH:19]=[CH:20][C:11]([Cl:10])=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 763353,3-DimethylbutanalHCID 115356223-(4-Chlorophenyl)propanal

Product 1

HCID 539558875,5-Dimethyl-2-formyl-1-(p-chlorophenyl)-hex-2-ene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

79 g (0.79 mol) of 3,3-dimethylbutyraldehyde are added to a solution of 10.5 g of 50% strength by weight aqueous NaOH in 500 ml of methanol, after which 123 g (0.73 mol) of p-chlorodihydrocinnamaldehyde are added dropwise at 34° C. The mixture is stirred for one hour and then neutralized with dilute sulfuric acid, the solution is evaporated down and the residue is then subjected to fractional distillation.

Workup

  1. customthe solution is evaporated down
  2. distillationthe residue is then subjected to fractional distillation

Sources & evidence

ORD record
ord-028a180072164281b046302116495cc8
Source dataset
uspto-grants-1992_07
Patent number
US05134167

Linked notes

Loading…