Aluminium lithium hydride → HCID 23039037, compound

HRID 231486Notes

Reaction equation

HRID 231486 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH2:13][CH2:14][CH:15]2[C:18]([N:20]([CH2:29][CH2:30][CH3:31])[CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=O)=[CH:11][CH:10]=1>CCOCC>[CH3:7][O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH2:13][CH2:14][CH:15]2[CH2:18][N:20]([CH2:29][CH2:30][CH3:31])[CH2:21][CH2:22][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 23039020HCID 23039020, compound

Product 1

HCID 23039037HCID 23039037, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a suspension of 1 g of lithium aluminum hydride in 15 milliliters of anhydrous ether was added a solution of 5 g of the residue of 6-methoxy-N-propyl-N-(2-phenylethyl)-1-indanamide in 15 milliliters of anhydrous ether at a rate which maintained gentle reflux of the reaction mixture. Reflux and stirring were continued for 5 hours. The reaction mixture was then stirred overnight without heating. Destruction of the excess lithium aluminium hydride was completed by cautious dropwise addition of 1 milliliter of water followed by dropwise addition of 1 milliliter of 14% sodium hydroxide solution and subsequent addition of 5 milliliters of water. Stirring was continued for 30 minutes. Filtration yielded a clear ether solution which was dried (MgSO4) and evaporated, yielding 4 grams of an oil, which was used directly in the next step without further purification.

Workup

  1. temperaturemaintained gentle
  2. temperaturereflux of the reaction mixture
  3. temperatureReflux
  4. stirringThe reaction mixture was then stirred overnight
  5. temperaturewithout heating
  6. customDestruction of the excess lithium aluminium hydride
  7. additionwas completed by cautious dropwise addition of 1 milliliter of water
  8. additionfollowed by dropwise addition of 1 milliliter of 14% sodium hydroxide solution and subsequent addition of 5 milliliters of water
  9. stirringStirring
  10. waitwas continued for 30 minutes
  11. filtrationFiltration
  12. customyielded a clear ether solution which
  13. dry with materialwas dried (MgSO4)
  14. customevaporated

Sources & evidence

ORD record
ord-49a7c43bfd3a43c8812f439a81c024e0
Source dataset
uspto-grants-1989_07
Patent number
US04847254

Reaction notes

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