3-Methoxybenzylamine → 2,2-Dimethoxy-N-[(3-methoxyphenyl)methyl]acetamide

HRID 1926301Notes

Reaction equation

HRID 1926301 reaction equation
[CH3:1][O:2][CH:3]([O:8][CH3:9])[C:4]([O:6]C)=O.[CH3:10][O:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][NH2:16]>>[CH3:9][O:8][CH:3]([O:2][CH3:1])[C:4]([NH:16][CH2:15][C:14]1[CH:17]=[CH:18][CH:19]=[C:12]([O:11][CH3:10])[CH:13]=1)=[O:6]

Participants

3

Reactant 2

HCID 211563-MethoxybenzylamineHCID 66647Acetic acid, 2,2-dimethoxy-, methyl ester

Product 1

HCID 214193662,2-Dimethoxy-N-[(3-methoxyphenyl)methyl]acetamide

Procedure

Into a vial was added methyl dimethoxyacetate (2.0 g, 14 mmol) and 3-methoxybenzylamine (2.0 g, 14 mmol), this mixture was stirred at room temperature for 8 d. The product was triturated with heptane (3×) and then dried in vacuo, yielding the desired product as an off-white solid. MS (ES+): m/z=240.84 [MH+]. HPLC: tR=2.55 min (ZQ2, polar—5 min).

Workup

  1. customThe product was triturated with heptane (3×)
  2. customdried in vacuo

Sources & evidence

ORD record
ord-2aecf0ab3cf046d8b2f8457f629bff99
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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