Dipropylamine → HCID 67103830, compound

HRID 2080766Notes

Reaction equation

HRID 2080766 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10]Br)[CH:5]=1.[CH2:13]([NH:16][CH2:17][CH2:18][CH3:19])[CH2:14][CH3:15]>CN(C=O)C>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][N:16]([CH2:17][CH2:18][CH3:19])[CH2:13][CH2:14][CH3:15])[CH:5]=1

Participants

4

Reactant 2

HCID 8902DipropylamineHCID 517981Methyl 3-(bromomethyl)benzoate

Product 1

HCID 67103830HCID 67103830, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In DMF (12.5 ml), 3-bromomethyl benzoic acid methyl ester (831 mg) was dissolved. The solution was added with dipropylamine (971 μl) and the whole was stirred at room temperature for 2 hours. After completion of the reaction, the solvent was distilled off under reduced pressure. The residue was dissolved in chloroform and washed with a saturated aqueous sodium hydrogen carbonate solution, followed by extraction with chloroform. The organic layer was washed with a saturated saline solution and dried with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure, thereby obtaining the subject compound (858 mg) as a brown solid.

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off under reduced pressure
  3. dissolutionThe residue was dissolved in chloroform
  4. washwashed with a saturated aqueous sodium hydrogen carbonate solution
  5. extractionfollowed by extraction with chloroform
  6. washThe organic layer was washed with a saturated saline solution
  7. dry with materialdried with anhydrous sodium sulfate
  8. filtrationAfter filtration
  9. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-e47fcfa6d8464112adcd07c221421853
Source dataset
uspto-grants-2011_04
Patent number
US07932281B2

Reaction notes

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