Sodium Hydroxide → HCID 67314829, compound

HRID 1012576Notes

Reaction equation

HRID 1012576 reaction equation
Cl.[C:2]([O:5][CH2:6][CH2:7][N:8]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][NH2:28])=[CH:23][CH:22]=1)[CH2:9][CH2:10][CH2:11][CH2:12][N:13]([CH2:17][CH2:18][CH3:19])[CH2:14][CH2:15][CH3:16])(=[O:4])[CH3:3].[OH-].[Na+]>O>[C:2]([O:5][CH2:6][CH2:7][N:8]([CH2:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][NH2:28])=[CH:23][CH:22]=1)[CH2:9][CH2:10][CH2:11][CH2:12][N:13]([CH2:14][CH2:15][CH3:16])[CH2:17][CH2:18][CH3:19])(=[O:4])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67315568HCID 67315568, compound

Product 1

HCID 67314829HCID 67314829, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5.8 g of the obtained [(4-aminomethylbenzyl)-(4-dipropylaminobutyl)amino]ethyl acetate hydrochloride (14a) was dissolved in 30 ml of water. After the addition of a 1N sodium hydroxide aqueous solution (pH=1), the mixture was extracted twice with 100 ml of chloroform. The chloroform layer was washed with 30 ml of water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure, thereby obtaining 4.45 g of [(4-aminomethylbenzyl)-(4-dipropylaminobutyl)amino]ethyl acetate (14) as a colorless oily substance (yield: 99%, GC: 99.3%).

Workup

  1. extractionthe mixture was extracted twice with 100 ml of chloroform
  2. washThe chloroform layer was washed with 30 ml of water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-dc15c504e67a418e884571eec535096c
Source dataset
uspto-grants-2011_07
Patent number
US07977512B2

Reaction notes

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