Aluminium lithium hydride → HCID 23016709, compound

HRID 1497009Notes

Reaction equation

HRID 1497009 reaction equation
[H-].[H-].[H-].[H-].[Li+].[Al+3].[N:7]([CH2:10]/[CH:11]=[CH:12]/[CH:13]=[CH:14]/[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[N+]=[N-]>C(OCC)C>[CH2:10]([NH2:7])/[CH:11]=[CH:12]/[CH:13]=[CH:14]/[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 118028603HCID 118028603, compound

Product 1

HCID 23016709HCID 23016709, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Conditions

Temperature
0 °C

Procedure

Under nitrogen atmosphere, 1 M LiAlH4 in diethyl ether (2.89 ml) was diluted with dry diethyl ether (30 ml) and cooled in an ice bath. A solution of (2E,4E)-1-azidododeca-2,4-diene (1 g) in dry diethyl ether (10 ml) was added slowly. The mixture was stirred at 0° C. for 1 h, the ice bath was removed and stirring was continued for 1 h while warming to room temperature. Water was added carefully until gas evolution ceased and the reaction mixture was dried over sodium sulfate, filtered and concentrated to give a yellow liquid.

Workup

  1. temperaturecooled in an ice bath
  2. customthe ice bath was removed
  3. stirringstirring
  4. waitwas continued for 1 h
  5. temperaturewhile warming to room temperature
  6. additionWater was added carefully until gas evolution
  7. dry with materialthe reaction mixture was dried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated
  10. customto give a yellow liquid

Sources & evidence

ORD record
ord-dba7f3f0bb4343ccb45132e1779859eb
Source dataset
uspto-grants-2015_12
Patent number
US09199948B2

Reaction notes

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