Formaldehyde → N-methylene-1-methyl-1-(3,5-dichlorophenyl)ethylamine

HRID 1379573Notes

Reaction equation

HRID 1379573 reaction equation
[CH3:1][C:2]([NH2:12])([C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6]([Cl:11])[CH:5]=1)[CH3:3].C=O.[C:15](=O)(O)[O-].[Na+]>>[CH2:15]=[N:12][C:2]([CH3:1])([C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[C:6]([Cl:11])[CH:5]=1)[CH3:3]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 516892Sodium BicarbonateHCID 111950522-(3,5-dichlorophenyl)propan-2-amine

Product 1

HCID 21223286N-methylene-1-methyl-1-(3,5-dichlorophenyl)ethylamine

Procedure

1-Methyl-1-(3,5-dichlorophenyl)ethylamine (7.5 g) was gradually added to formalin (37% aqueous HCHO solution) (4.6 g) at room temperature. This mixture was subjected as it is to reaction for 7 hours. A saturated sodium bicarbonate solution was added to the reaction mixture, the resultant was extracted with ether and this organic layer was washed with saturated saline solution, and then dried over anhydrous sodium sulfate. The solvent was removed by evaporation under reduced pressure to obtain 8.6 g of N-methylene-1-methyl-1-(3,5-dichloro-phenyl)ethylamine as white crystals.

Workup

  1. customis to reaction for 7 hours
  2. extractionthe resultant was extracted with ether
  3. washthis organic layer was washed with saturated saline solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-52a6716a7b1e4e29b01bd2b73c8beb15
Source dataset
uspto-grants-1997_09
Patent number
US05672566

Reaction notes

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