Water → HCID 19100960, compound

HRID 1646032Notes

Reaction equation

HRID 1646032 reaction equation
[CH2:1]([N:8]1[CH2:15][CH2:14][C:13]2([F:16])[CH:9]1[CH2:10][N:11]([C:17](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][C:13]2([F:16])[CH:9]1[CH2:10][N:11]([CH3:17])[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 19100935HCID 19100935, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19100960HCID 19100960, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 16.4 g (49.4 mmol, 88% pure) of ethyl 2-benzyl-5-fluoro-2,7-diazabicyclo[3.3.0]octane-7-carboxylate in 25 ml of absolute tetrahydrofuran is added dropwise to 4.3 g (0.11 mol) of lithium aluminum hydride in 125 ml of absolute tetrahydrofuran and the mixture is then heated overnight under reflux. It is decomposed successively with 4.5 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 overnight
  2. temperatureunder reflux
  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-a40f2ddd35ab43ea871e7c1c5f195d28
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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