4-Methoxy-2-(methoxymethoxy)aniline → HCID 178446839, compound

HRID 1167635Notes

Reaction equation

HRID 1167635 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:6]=1[NH2:7]>ClCCl>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:6]=1[NH:7][C:6](=[NH:7])[CH2:5][CH2:11][CH2:10][CH3:9]

Participants

3

Reactant 1

HCID 543397254-Methoxy-2-(methoxymethoxy)aniline

Product 1

HCID 178446839HCID 178446839, compoundYield 159.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-methoxypentaimidate (11.3 g, 0.109 mol) in dichloromethane (20 ml) was added freshly prepared 2-methoxymethoxy-4-methoxy aniline (10.0 g, 0.055 mol) of Example 1(d) and the mixture was stirred at reflux for 3 days. After removing the solvent flash chromatography of the residue (silica gel, 5% methanol/dichloromethane) afforded the title compound as a dark solid (11.7 g, 85%).

Workup

  1. temperatureat reflux for 3 days
  2. customAfter removing the solvent flash chromatography of the residue (silica gel, 5% methanol/dichloromethane)

Sources & evidence

ORD record
ord-a423f58284f24465993f9e0d47c4f6c8
Source dataset
uspto-grants-2003_09
Patent number
US06620826B2

Reaction notes

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