Sodium sulfate decahydrate → HCID 15137695, compound

HRID 1731839Notes

Reaction equation

HRID 1731839 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][NH:18][C:19](=O)[CH2:20][CH2:21][CH2:22][CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25])=[CH:13][CH:12]=1)[CH2:8][CH2:9][CH3:10].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH2:7]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][NH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25])=[CH:13][CH:12]=1)[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 13733124HCID 13733124, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 15137695HCID 15137695, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of 2.5 g of lithium aluminum hydride in 100 ml of anhydrous tetrahydrofuran was added dropwise a solution of 5.0 g of N-[(4-butylphenyl)methyl]-5-(trimethylsilyl)pentanamide in tetrahydrofuran. The resulting mixture was heated at reflux for 16 hours. The mixture was cooled, and the complex was decomposed by the cautious portionwise addition of sodium sulfate decahydrate. The mixture was stirred for 1/2 hour and then filtered. The solid was washed with tetrahydrofuran, and the filtrate was dried with anhydrous magnesium sulfate and filtered. The filtrate was evaporated to dryness and gave 4.53 g of the desired product as a colorless liquid, in 95% yield.

Workup

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 16 hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. washThe solid was washed with tetrahydrofuran
  6. dry with materialthe filtrate was dried with anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-9f63d4cd68c34de28446702ee3312889
Source dataset
uspto-grants-1986_11
Patent number
US04623662

Reaction notes

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