N-Methylbenzylamine → HCID 10976320, compound

HRID 1925772Notes

Reaction equation

HRID 1925772 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, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

N-methylbenzylamine 100 gms (0.82 moles), acetone (200 ml) and potassium carbonate 114 gms (0.82 moles) were mixed at room temperature and to the slurry obtained, 1-bromopentane 211.4 gms (1.4 moles) was added dropwise at room temperature. Reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was filtered, washed with acetone and concentrated under vacuum to an oily residue. The residue was dissolved in MDC (200 ml) and washed with water (3×100 ml). Organic layer was dried over sodium sulphate and concentrated under vacuum to get 154 gms of the title compound as an oil.

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 MDC (200 ml)
  7. washwashed with water (3×100 ml)
  8. dry with materialOrganic layer was dried over sodium sulphate
  9. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-f3db48345d8b4f1a9ac5e8921546719d
Source dataset
uspto-grants-2012_05
Patent number
US08178712B2

Reaction notes

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