N-Methylbenzylamine → HCID 10976320, compound

HRID 1925773Notes

Reaction equation

HRID 1925773 reaction equation
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>CC(C)=O>[CH3:1][N:2]([CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 7669N-MethylbenzylamineHCID 80571-BromopentaneHCID 11430Potassium Carbonate

Product 1

HCID 10976320HCID 10976320, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

N-methylbenzylamine (50 g, 0.41 moles), acetone (100 ml) and potassium carbonate 57 g (0.41 moles) were mixed at room temperature and to the slurry obtained, 1-bromopentane 105.7 g (0.7 moles) was added dropwise at the room temperature. Reaction mixture was then stirred at room temperature for 18 hrs. The reaction mixture was filtered, washed with acetone and concentrated under vacuum to an oily residue. The residue was dissolved in 100 ml of MDC and washed with water (3×50 ml). Organic layer was dried over sodium sulphate and concentrated under vacuum to get N-methyl N-pentyl benzylamine as an oil. (Yield=77 g, 98%).

Workup

  1. customobtained
  2. customReaction mixture
  3. filtrationThe reaction mixture was filtered
  4. washwashed with acetone
  5. concentrationconcentrated under vacuum to an oily residue
  6. dissolutionThe residue was dissolved in 100 ml of MDC
  7. washwashed with water (3×50 ml)
  8. dry with materialOrganic layer was dried over sodium sulphate
  9. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-e5c48702bbbf46f68d8fa806dc2b4c7a
Source dataset
uspto-grants-2012_05
Patent number
US08178712B2

Reaction notes

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