Water → HCID 15380948, compound

HRID 1608678Notes

Reaction equation

HRID 1608678 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.

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-f91f826ae7cc48ed86eed8c890de39f6
Source dataset
uspto-grants-1995_03
Patent number
US05395944

Reaction notes

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