Sodium Methoxide → 1-[4-(2-Methoxyethoxy)phenyl]methanamine

HRID 979786Notes

Reaction equation

HRID 979786 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH2:10])=[CH:7][CH:6]=1.[CH3:13][O-:14].[Na+]>C1(C)C=CC=CC=1.CO>[CH3:13][O:14][CH2:2][CH2:3][O:4][C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH2:10])=[CH:7][CH:6]=1

Participants

5

Reactant 2

HCID 10942334Sodium MethoxideHCID 202228754-(2-Chloroethoxy)benzenemethanamine

Product 1

HCID 202228351-[4-(2-Methoxyethoxy)phenyl]methanamine

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1140TolueneSolvent

Procedure

4-(2-Chloroethoxy)benzylamine (2.0 g; 0,11 mol) was dissolved in anhydrous toluene (50 ml). The reaction mixture was ice-cooled and sodium methoxide (0.59 g; 0.011 mol) dissolved in methanol (5 ml) was added thereto. When the addition was complete the mixture was left to stand for 2 hours at room temperature and filtered. Solvent was evaporated from the filtrate, to give an oily residue of good purity.

Workup

  1. temperaturecooled
  2. additionwas added
  3. additionWhen the addition
  4. waitwas left
  5. filtrationfiltered
  6. customSolvent was evaporated from the filtrate
  7. customto give an oily residue of good purity

Sources & evidence

ORD record
ord-af266a91e9b84dd09eeb033e3f4830d6
Source dataset
uspto-grants-1987_01
Patent number
US04634701

Reaction notes

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