Sodium Hydroxide → HCID 59850551, compound

HRID 1012570Notes

Reaction equation

HRID 1012570 reaction equation
Cl.[CH2:2]([N:5]([CH2:21][CH2:22][CH3:23])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]([CH2:12][C:13]1[CH:20]=[CH:19][C:16]([CH2:17][NH2:18])=[CH:15][CH:14]=1)[CH3:11])[CH2:3][CH3:4].[OH-].[Na+]>O>[CH2:21]([N:5]([CH2:2][CH2:3][CH3:4])[CH2:6][CH2:7][CH2:8][CH2:9][N:10]([CH2:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:17][NH2:18])=[CH:19][CH:20]=1)[CH3:11])[CH2:22][CH3:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67315631HCID 67315631, compound

Product 1

HCID 59850551HCID 59850551, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

14.5 g of the 4-[(4-dipropylaminobutyl)methylamino]methylbenzylamine hydrochloride (13a) obtained was dissolved in 73 ml of water. After the addition of 146 ml of a 1N sodium hydroxide aqueous solution, the product was extracted with 200 ml of hexane, followed by 100 ml of hexane. The organic layer was washed with 100 ml of water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure, thereby obtaining 10.1 g of 4-[(4-dipropylaminobutyl)methylamino]methylbenzylamine (13) as a colorless oily substance (yield: 95%, GC: 99.7%).

Workup

  1. extractionthe product was extracted with 200 ml of hexane
  2. washThe organic layer was washed with 100 ml of water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b305bbee2dfa4342ae9c6b4805dbc830
Source dataset
uspto-grants-2011_07
Patent number
US07977512B2

Reaction notes

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