Sodium Hydroxide → HCID 123214285, compound

HRID 2249323Notes

Reaction equation

HRID 2249323 reaction equation
O1CCCCC1OCC[C@@H:10]1[C@H:15]([N:16]=[N+]=[N-])[CH2:14][C@H:13]2[CH2:19][C@@H:11]1[C:12]2([CH3:21])[CH3:20].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>CCOCC>[NH2:16][CH:15]1[CH2:10][CH:11]2[CH2:19][CH:13]([C:12]2([CH3:21])[CH3:20])[CH2:14]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 14352641HCID 14352641, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 123214285HCID 123214285, compoundYield 184.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 8.64 g of the above-mentioned azide compound 15 in 300 ml of ether is portionwise added 1.2 g of lithium aluminium hydride and the mixture is refluxed under heating for 1 hour. To the reaction mixture is added 10 g of ice and then added 300 ml of 10% aqueous solution of sodium hydroxide. The resulting mixture is shaken well and then the ether layer is collected. The aqueous layer is extracted with ether again. The combined layers are washed with water, dried over sodium sulfate, and evaporated under reduced pressure to give 7.56 g of the titled compound 16, of which the physical constant is as follows.

Workup

  1. temperaturethe mixture is refluxed
  2. temperatureunder heating for 1 hour
  3. customthe ether layer is collected
  4. extractionThe aqueous layer is extracted with ether again
  5. washThe combined layers are washed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-22287a1a6624470091f92c072aa0f841
Source dataset
uspto-grants-1991_08
Patent number
US05043451

Reaction notes

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