Dimethylamine → Methyl 4-((dimethylamino)methyl)-3-nitrobenzoate

HRID 2208571Notes

Reaction equation

HRID 2208571 reaction equation
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14].[CH3:16][NH:17][CH3:18]>C1COCC1>[CH3:16][N:17]([CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[N+:13]([O-:15])=[O:14])[CH3:18]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 13399987Methyl 4-(bromomethyl)-3-nitrobenzoate

Product 1

HCID 86725250Methyl 4-((dimethylamino)methyl)-3-nitrobenzoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To methyl 4-(bromomethyl)-3-nitrobenzoate (100 mg) in THF (5 mL) was added dimethyl amine (2 mL, 2 M in THF) and the resulting reaction mixture was stirred at room temperature overnight. The solvent was then removed to afford methyl 4-((dimethylamino)methyl)-3-nitrobenzoate which was carried on to the next step without further purification.

Workup

  1. customthe resulting reaction mixture
  2. customThe solvent was then removed

Sources & evidence

ORD record
ord-aeebe9851db54f409298967a30628c8e
Source dataset
uspto-grants-2016_06
Patent number
US09376454B2

Reaction notes

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