Water → HCID 15380948, compound

HRID 53876Notes

Reaction equation

HRID 53876 reaction equation
[CH2:1]([N:8]1[CH2:15][C:14]2([C:16]#[N:17])[CH:10]([CH2:11][CH2:12][O:13]2)[CH2:9]1)[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>[NH2:17][CH2:16][C:14]12[CH2:15][N:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:9][CH:10]1[CH2:11][CH2:12][O:13]2

Participants

6

Reactant 4

HCID 962Water2×HCID 14797Potassium HydroxideHCID 21226445Aluminium lithium hydrideHCID 217047477-Benzyl-1-cyano-2-oxa-7-azabicyclo[3.3.0]octane

Product 1

HCID 15380948HCID 15380948, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

10.2 g (40 mmol, 90% pure) of 7-benzyl-1-cyano-2-oxa-7-aza-bicyclo[3.3.0]octane are added dropwise to 2 g of lithium aluminium hydride in 100 ml of absolute tetrahydrofuran and the mixture is subsequently stirred under reflux for 15 hours. 2 ml each of water, 15% strength potassium hydroxide solution, and again water, are added dropwise, the inorganic salts are filtered off with suction, and the filtrate is concentrated and distilled. Yield: 7.7 g (83% of theory).

Workup

  1. temperatureunder reflux for 15 hours
  2. filtrationthe inorganic salts are filtered off with suction
  3. concentrationthe filtrate is concentrated
  4. distillationdistilled

Sources & evidence

ORD record
ord-4ebdfd99c7234957b7e518fe4e653ccd
Source dataset
uspto-grants-1997_04
Patent number
US05621105

Reaction notes

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