Water → HCID 19100946, compound

HRID 2255717Notes

Reaction equation

HRID 2255717 reaction equation
[CH2:1]([N:8]1[CH2:15][CH2:14][CH:13]2[CH:9]1[CH:10]([CH3:21])[N:11]([C:16](OCC)=O)[CH2:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[K+]>O1CCCC1>[CH2:1]([N:8]1[CH2:15][CH2:14][CH:13]2[CH:9]1[CH:10]([CH3:21])[N:11]([CH3:16])[CH2:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 14797Potassium HydroxideHCID 19100936HCID 19100936, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19100946HCID 19100946, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

14.4 g (50 mol) of ethyl 2-benzyl-8-methyl-2,7-diazabicyclo[3.3.0]octane-7-carboxylate in 20 ml of absolute tetrahydrofuran are added dropwise to 3.8 g (0.1 mol) of lithium aluminum hydride in 100 ml of absolute tetrahydrofuran and the mixture is then heated under reflux overnight. It is decomposed successively using 4 ml each of water, 15% strength potassium hydroxide solution and water, and the inorganic salts are filtered off with suction and boiled three times with 50 ml of tetrahydrofuran each time. The organic solutions are concentrated and the residue is distilled.

Workup

  1. temperaturethe mixture is then heated
  2. temperatureunder reflux overnight
  3. filtrationthe inorganic salts are filtered off with suction
  4. concentrationThe organic solutions are concentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-4bcd01425bd648b8a71335096b5d896a
Source dataset
uspto-grants-1993_08
Patent number
US05241076

Reaction notes

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