N-Methylbenzylamine → N-(2-Methoxyethyl)-N-methylbenzenemethanamine

HRID 563911Notes

Reaction equation

HRID 563911 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:10][O:11][CH2:12][CH2:13]Br>C(O)C>[CH3:10][O:11][CH2:12][CH2:13][N:2]([CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:1]

Participants

4

Reactant 2

HCID 7669N-MethylbenzylamineHCID 809722-Bromoethyl methyl ether

Product 1

HCID 21843648N-(2-Methoxyethyl)-N-methylbenzenemethanamineYield 58%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The synthesis of BnMO was carried out in a manner similar to that of BnEO (process 2) using N-methylbenzylamine (15 mL, 0.116 mol), bromoethyl methyl ether (12 mL, 0.116×1.1 mmol), and ethanol (200 mL) as a solvent. BnMO (12.09 g, 67.46 mmol, yield 58%) was obtained as a pale yellow clear liquid.

Workup

  1. customThe synthesis of BnMO
  2. customBnMO (12.09 g, 67.46 mmol, yield 58%) was obtained as a pale yellow clear liquid

Sources & evidence

ORD record
ord-2fb5ed35fdea45d58a00e27cecf3253d
Source dataset
uspto-grants-2011_11
Patent number
US08067595B2

Reaction notes

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