3-Phenylprop-2-Enal → HCID 54323214, compound

HRID 1646059Notes

Reaction equation

HRID 1646059 reaction equation
[OH-].[K+].[CH:3](=O)[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:13]([C:16]1([CH3:21])[O:20][CH2:19][CH2:18][O:17]1)(=[O:15])[CH3:14]>CO>[CH3:21][C:16]1([C:13](=[O:15])[CH:14]=[CH:3][CH:4]=[CH:5][C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[O:20][CH2:19][CH2:18][O:17]1

Participants

5

Reactant 3

HCID 3073-Phenylprop-2-EnalHCID 14797Potassium HydroxideHCID 123824251-(2-Methyl-1,3-dioxolan-2-yl)ethan-1-one

Product 1

HCID 54323214HCID 54323214, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.0 g of a 15% strength by weight potassium hydroxide solution were added dropwise to a solution of 26.4 g of cinnamaldehyde and 26.0 g of 2-acetyl-2-methyl -1,3-dioxolan in 100 ml of methanol in the course of 10 minutes at from 20° to 25° C., and the mixture was stirred for a further 4 hours at from 20° to 25° C. Thereafter, the solvent was distilled off, the residue was taken up in 200 ml of tert-butyl methyl ether and the solution was washed with water and dried over sodium sulfate After the solvent had been distilled off, the crude product was distilled at from 150° to 155° C. and at 0.04 mbar.

Workup

  1. distillationThereafter, the solvent was distilled off
  2. washthe solution was washed with water
  3. dry with materialdried over sodium sulfate After the solvent
  4. distillationhad been distilled off
  5. distillationthe crude product was distilled at from 150° to 155° C. and at 0.04 mbar

Sources & evidence

ORD record
ord-5dcdf2e644f54508a95902bafbe75f90
Source dataset
uspto-grants-1993_01
Patent number
US05177222

Reaction notes

Loading…