Sodium Hydroxide → HCID 13016028, compound

HRID 2371546Notes

Reaction equation

HRID 2371546 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[Al+3].[Cl-].[Cl-].[C:11]([CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][C:25]#[N:26])=[CH:18][CH:17]=1)#[N:12].[OH-].[Na+]>O1CCCC1.C(OCC)C.O>[NH2:12][CH2:11][CH2:13][CH2:14][CH2:15][C:16]1[CH:17]=[CH:18][C:19]([CH2:22][CH2:23][CH2:24][CH2:25][NH2:26])=[CH:20][CH:21]=1

Participants

8

Reactant 4

HCID 14798Sodium Hydroxide2×HCID 6451240Aluminum(III) ChlorideHCID 19907425HCID 19907425, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13016028HCID 13016028, compoundYield 101.5%

Reagents, catalysts & solvents 3

HCID 962WaterSolvent2×HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 2.01 g lithium aluminium hydride in 24 ml of tetrahydrofuran was added dropwise a solution of 7.04 g aluminium chloride in 36 ml of ethyl ether at a room temperature for 10 minutes, and after stirring for 10 minutes, a solution of 5.09 g 1,4-bis(3-cyanopropyl)benzene in 48 ml of tetrahydrofuran was added dropwise over 30 minutes, and the mixture was stirred for 5 hours. To the reaction mixture were successively added 2.0 ml of water, 15% sodium hydroxide aqueous solution and a solution of 6.34 g of sodium hydroxide in 6 ml of water. The mixture was stirred for 30 minutes, filtered to remove impurity and washed with tetrahydrofuran. The washed filtrate was concentrated under a reduced pressure, codistilled twice with tetrahydrofuran and twice with chloroform, and dried under a reduced pressure to obtain 5.36 g of 1,4-bis(4-aminobutyl)benzene as yellow liquid.

Workup

  1. stirringthe mixture was stirred for 5 hours
  2. stirringThe mixture was stirred for 30 minutes
  3. filtrationfiltered
  4. customto remove impurity
  5. washwashed with tetrahydrofuran
  6. concentrationThe washed filtrate was concentrated under a reduced pressure
  7. customdried under a reduced pressure

Sources & evidence

ORD record
ord-515ff54efaba4fa69e915880869f041d
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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