Sodium sulfate decahydrate → HCID 178483797, compound

HRID 2225522Notes

Reaction equation

HRID 2225522 reaction equation
[CH3:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9](=O)[CH2:10][N:11]([CH3:13])[CH3:12])[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>[CH3:12][N:11]([CH3:13])[CH2:10][CH2:9][NH:8][C@H:5]1[CH2:4][CH2:3][C@H:2]([CH3:1])[CH2:7][CH2:6]1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 21226445Aluminium lithium hydrideHCID 178483959HCID 178483959, compound

Product 1

HCID 178483797HCID 178483797, compoundYield 48.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

8.5 g of N-(trans-4-methylcyclohexyl)-2-dimethylaminoacetamide was dissolved in 100 ml of THF. Under an argon stream, the solution was added dropwise to a solution of 3.6 g of lithium aluminum hydride suspended in 200 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, 10 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 to obtaine an oily substance. This substance was refined by vacuum distillation, yielding 3.8 g of N-(2-dimethylaminoethyl)-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. distillationThis substance was refined by vacuum distillation

Sources & evidence

ORD record
ord-a98b033b1a784888b2a2f4a3155cd5d6
Source dataset
uspto-grants-1994_09
Patent number
US05344845

Reaction notes

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