Water → HCID 19100960, compound

HRID 1590154Notes

Reaction equation

HRID 1590154 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%) 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 subsequently refluxed overnight. The mixture is decomposed in succession with in each case 4.5 ml of water, 15% strength potassium hydroxide solution and water, and the inorganic salts are filtered off with suction and extracted three times by boiling with 50 ml portions of tetrahydrofuran. The organic solutions are concentrated, and the residue is distilled.

Workup

  1. filtrationthe inorganic salts are filtered off with suction
  2. extractionextracted three times
  3. concentrationThe organic solutions are concentrated
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-61efa7ab58184133aa4c26cd2a2da65e
Source dataset
uspto-grants-1993_04
Patent number
US05202337

Reaction notes

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