Benzaldehyde → HCID 178492580, compound

HRID 2383058Notes

Reaction equation

HRID 2383058 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:4]=1[CH2:5][CH2:6][NH2:7].[CH:14](=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.S([O-])([O-])(=O)=O.[Mg+2]>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[CH:8][C:4]=1[CH2:5][CH2:6]/[N:7]=[CH:14]/[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 24083Sulfuric acid magnesium salt (1:1)HCID 766322,5-Dimethoxyphenethylamine

Product 1

HCID 178492580HCID 178492580, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

Under an argon atmosphere, a solution of 2,5-dimethoxyphenethylamine (3.175 g) in benzene (4 mL) was added with stirring to a suspension of benzaldehyde (1.86 g) and magnesium sulfate (3.89 g) in benzene (10 mL). An exothermic reaction took place, followed by further stirring overnight. After the reaction was complete, the reaction liquid was filtered and the filtrate was concentrated under reduced pressure to obtain 2-(2,5-dimethoxyphenyl)-N-[(1E)-phenylmethylene]ethanamine (4.72 g).

Workup

  1. customAn exothermic reaction
  2. customthe reaction liquid
  3. filtrationwas filtered
  4. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-69d3c35eff5747e1b2ac0a3ed0043b9b
Source dataset
uspto-grants-2012_09
Patent number
US08263607B2

Reaction notes

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