Water → HCID 15289154, compound

HRID 1603688Notes

Reaction equation

HRID 1603688 reaction equation
[CH3:1][O:2][C:3]12[CH2:13][CH2:12][CH:9]([CH:10]=[CH:11]1)[CH:8]1[CH:4]2[C:5](=O)[NH:6][C:7]1=O.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[K+]>O1CCCC1>[CH3:1][O:2][C:3]12[CH2:13][CH2:12][CH:9]([CH:10]=[CH:11]1)[CH:8]1[CH:4]2[CH2:5][NH:6][CH2:7]1

Participants

6

Reactant 4

HCID 962Water2×HCID 14797Potassium HydroxideHCID 152891533a,4,7,7a-Tetrahydro-4-methoxy-4,7-ethano-1H-isoindole-1,3(2H)-dioneHCID 21226445Aluminium lithium hydride

Product 1

HCID 15289154HCID 15289154, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

20.5 g (0.1 mol) of 1-methoxy-4-azatricyclo[5.2.2.02,6 ]undec-8-ene-3,5-dione in 100 ml of absolute tetrahydrofuran are added dropwise to 6 g of LiAlH4 in 200 ml of absolute tetrahydrofuran and the mixture is stirred under reflux overnight. 6 ml each of water, 15% strength KOH solution and water again are added, the inorganic salts are filtered off with suction and boiled out twice with tetrahydrofuran, the filtrates are concentrated and the residue is distilled.

Workup

  1. temperatureunder reflux overnight
  2. filtrationthe inorganic salts are filtered off with suction
  3. concentrationthe filtrates are concentrated
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-e256c5fb93804beeaa7b00106755da01
Source dataset
uspto-grants-1999_11
Patent number
US05990122

Reaction notes

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