Dimethylamine → HCID 23144875, compound

HRID 1875552Notes

Reaction equation

HRID 1875552 reaction equation
Br[CH2:2][C:3]1[C:4]([N+:13]([O-:15])=[O:14])=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7].[CH3:16][NH:17][CH3:18]>CO>[CH3:16][N:17]([CH2:2][C:3]1[C:4]([N+:13]([O-:15])=[O:14])=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])[CH3:18]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 22509333Methyl 3-(bromomethyl)-2-nitrobenzoate

Product 1

HCID 23144875HCID 23144875, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Methyl 3-bromomethyl-2-nitrobenzoate (1.6 g) was dissolved in methanol (5 mL). Methanol solution (6 mL) of 2M dimethylamine was added thereto and stirred overnight. After removing the solvent, the residue was diluted with 1M hydrochloric acid and washed with ethyl acetate. The water layer was alkalized with sodium hydrate aqueous solution and extracted with ethyl acetate. The usual workup procedure was conducted to obtain methyl 3-dimethylaminomethyl-2-nitrobenzoate.

Workup

  1. customAfter removing the solvent
  2. additionthe residue was diluted with 1M hydrochloric acid
  3. washwashed with ethyl acetate
  4. extractionextracted with ethyl acetate

Sources & evidence

ORD record
ord-125cbda4b2e6404db15dc2287a577cef
Source dataset
uspto-grants-2012_11
Patent number
US08309561B2

Reaction notes

Loading…