Sodium sulfate decahydrate → HCID 178483465, compound

HRID 2225519Notes

Reaction equation

HRID 2225519 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([N-:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]([CH3:15])[CH3:14])[CH2:4][CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH3:15][N:13]([CH3:14])[CH2:12][CH2:11][CH2:10][CH2:9][NH:8][C@H:5]1[CH2:6][CH2:7][C@H:2]([CH3:1])[CH2:3][CH2:4]1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 178483464HCID 178483464, compound

Product 1

HCID 178483465HCID 178483465, compoundYield 43.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

13.1 g of N-(trans-4-methylcyclohexyl ) -4-dimethylaminobutylamide (Example 73) was dissolved in 100 ml of THF. Under an argon stream, the solution was added dropwise to a solution of 7.5 g of lithium aluminum hydride suspended in 400 ml of THF under ice-cooling. After the addition, the solution was reacted for 8 hours, while it was refluxed. After reaction, the solution was allowed to cool to room temperature. Then, 22 g of sodium sulfate decahydrate was added to the solution under ice-cooling. The solution was stirred for 1 hour, and the precipitate was filtered out. The solvent was removed in vacuo, yielding an oily substance. This substance was subjected to vacuum distillation, yielding 5.7 g of N-(4-dimethylaminobutyl)-trans-4-methylcyclohexylamine as a colorless oil, which had the following physiochemical properties:

Workup

  1. temperaturecooling
  2. additionAfter the addition
  3. customthe solution was reacted for 8 hours, while it
  4. temperaturewas refluxed
  5. customAfter reaction
  6. temperaturecooling
  7. filtrationthe precipitate was filtered out
  8. customThe solvent was removed in vacuo
  9. customyielding an oily substance
  10. distillationThis substance was subjected to vacuum distillation

Sources & evidence

ORD record
ord-4922bd34b49f4b1fbd9a29e82b835f1e
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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