Methylamine → 3-(methoxymethoxy)-N-methylbenzylamine

HRID 1271242Notes

Reaction equation

HRID 1271242 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH:8]=O.[H][H].[CH3:15][NH2:16]>CO.[Pt].[C]>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[CH2:8][NH:16][CH3:15]

Participants

6

Reactant 3

HCID 6329MethylamineHCID 122735133-(Methoxymethoxy)benzaldehydeHCID 178418361HCID 178418361, compound

Product 1

HCID 229319963-(methoxymethoxy)-N-methylbenzylamine

Reagents, catalysts & solvents 2

HCID 178503042HCID 178503042, compoundCatalystHCID 887MethanolSolvent2×

Procedure

5% platinum-carbon was suspended in 10 ml of methanol and a solution of 3.00 g of 3-(methoxymethoxy)benzaldehyde in 10 ml of methanol and 2.1 ml of 40% methylamine (methanol solution) were added. After heating to 30° C. under 2 atm, hydrogen was added for 22 hours. A catalyst was removed by filtering the reaction solution and the filtrate was concentrated. The residue was purified by silica gel column chromatography to obtain 2.51 g of the desired compound as a yellowish oily substance.

Workup

  1. additionwas added for 22 hours
  2. customA catalyst was removed
  3. filtrationby filtering the reaction solution
  4. concentrationthe filtrate was concentrated
  5. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-fa078f2896df4ac9836f381a6242e5a3
Source dataset
uspto-grants-2007_04
Patent number
US07205302B2

Reaction notes

Loading…