Sodium Hydroxide → HCID 59850548, compound

HRID 1012573Notes

Reaction equation

HRID 1012573 reaction equation
Cl.[CH2:2]([N:5]([CH2:20][CH2:21][CH3:22])[CH2:6][CH2:7][CH2:8][CH2:9][NH:10][CH2:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][NH2:17])=[CH:14][CH:13]=1)[CH2:3][CH3:4].[OH-].[Na+]>O>[CH2:20]([N:5]([CH2:2][CH2:3][CH3:4])[CH2:6][CH2:7][CH2:8][CH2:9][NH:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][NH2:17])=[CH:18][CH:19]=1)[CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67315093HCID 67315093, compound

Product 1

HCID 59850548HCID 59850548, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.81 g of the obtained 4-[(4-dipropylaminobutyl)amino]methylbenzylamine hydrochloride (5aa) was dissolved in 50 ml of water. After the addition of a 1N sodium hydroxide aqueous solution (pH=11), the mixture was extracted with 200 ml of chloroform, followed by 100 ml of chloroform. The chloroform layer was washed with 50 ml of water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure, thereby obtaining 5.62 g of 4-[(4-dipropylaminobutyl)amino]methylbenzylamine (5a) as a colorless oily substance (yield: 99%, GC: 99%).

Workup

  1. extractionthe mixture was extracted with 200 ml of chloroform
  2. washThe chloroform layer was washed with 50 ml of water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2725db80ca0c422395a206c6eb0347f4
Source dataset
uspto-grants-2011_07
Patent number
US07977512B2

Reaction notes

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