1-Azido-2-[2-(2-azidoethoxy)ethoxy]ethane → Bis-Aminoethylglycol

HRID 1451148

Reaction equation

HRID 1451148 reaction equation
[N:1]([CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][N:12]=[N+]=[N-])=[N+]=[N-].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[NH2:1][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][NH2:12]

Participants

4

Procedure

The diazide (17) (3.55 g, 17.85 mmol) in THF (10 mL) was added dropwise into a cold (-5° C.) stirred mixture of lithium aluminum hydride (1.83 g, 48.2 mmol) in THF (20 mL). The reaction mixture was kept at -5° C. and carefully quenched with water (10 mL). The THF layer was filtered to remove the inorganic salts, dried over Na2SO4, and evaporated in vacuo to afford the diamine (18) (2.56 g, 97% yield).

Workup

  1. customwas kept at -5° C.
  2. customcarefully quenched with water (10 mL)
  3. filtrationThe THF layer was filtered
  4. customto remove the inorganic salts
  5. dry with materialdried over Na2SO4
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-7f65df5ac9d149aea28e3e9ee7157ad3
Source dataset
uspto-grants-1997_02
Patent number
US05604095

Linked notes

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