2,4-Dimethoxybenzylamine → HCID 71287769, compound

HRID 83583Notes

Reaction equation

HRID 83583 reaction equation
CO[C:3]([C:5]1([C:8]([C:10]([O:12][CH3:13])=[O:11])=[CH2:9])[CH2:7][CH2:6]1)=[O:4].[CH3:14][O:15][C:16]1[CH:23]=[C:22]([O:24][CH3:25])[CH:21]=[CH:20][C:17]=1[CH2:18][NH2:19]>C1(C)C=CC=CC=1>[CH3:13][O:12][C:10]([CH:8]1[C:5]2([CH2:6][CH2:7]2)[C:3](=[O:4])[N:19]([CH2:18][C:17]2[CH:20]=[CH:21][C:22]([O:24][CH3:25])=[CH:23][C:16]=2[O:15][CH3:14])[CH2:9]1)=[O:11]

Participants

4

Reactant 2

HCID 5972502,4-DimethoxybenzylamineHCID 866803911-(1-Methoxycarbonylvinyl)cyclopropanecarboxylic Acid Methyl Ester

Product 1

HCID 71287769HCID 71287769, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 1-(1-methoxycarbonylvinyl)cyclopropanecarboxylic acid methyl ester (720 mg) in toluene (3.6 ml) was added 2,4-dimethoxybenzylamine (587 μl) at room temperature, and then the mixture was stirred at reflux for 20 hours. This reaction mixture was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/1) to give the titled compound (567 mg).

Workup

  1. temperatureat reflux for 20 hours
  2. concentrationThis reaction mixture was concentrated under reduced pressure
  3. customthe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=1/1)

Sources & evidence

ORD record
ord-c90155ae579c439c8ebb8b7b6b0a8244
Source dataset
uspto-grants-2014_09
Patent number
US08846746B2

Reaction notes

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