Sodium sulfate decahydrate → HCID 117652, compound

HRID 1291694Notes

Reaction equation

HRID 1291694 reaction equation
[H-].[Li+].[Al+3].[H-].[H-].[H-].[C:7]([NH2:26])(=O)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]/[CH:15]=[CH:16]\[CH2:17]/[CH:18]=[CH:19]\[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH2:7]([NH2:26])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=[CH:16][CH2:17][CH:18]=[CH:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 6435901LinoleamideHCID 21226445Aluminium lithium hydride2×

Product 1

HCID 117652HCID 117652, compoundYield 68.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a 1-l flask equipped with a stirrer, a dropping funnel and a nitrogen gas inlet tube, 50 ml of tetrahydrofuran and 5.69 g (0.15 mol) of aluminum lithium hydride were charged, followed by the dropwise addition of 14.0 g (0.05 mol) of linoleic acid amide over 30 minutes while stirring at room temperature under a nitrogen gas atmosphere. After the completion of the dropwise addition, stirring was conducted for further 12 hours at 60° C. To the reaction mixture, 16 g (0.05 mol) of sodium sulfate decahydrate were charged, whereby excessive aluminum lithium hydride was decomposed. The solid content in the system was removed by filtration and the solvent was distilled off under reduced pressure. The residue was purified by chromatography on a silica gel column, whereby 9.05 g of the title compound (11-v) were obtained in the form of a white solid (yield: 68% relative to linoleic acid amide).

Workup

  1. customTo a 1-l flask equipped with a stirrer, a dropping funnel and a nitrogen gas inlet tube
  2. additionAfter the completion of the dropwise addition
  3. stirringstirring
  4. customThe solid content in the system was removed by filtration
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by chromatography on a silica gel column

Sources & evidence

ORD record
ord-045724af11cb4f6d842718cc01030caf
Source dataset
uspto-grants-1998_05
Patent number
US05753707

Reaction notes

Loading…