Water → HCID 15380948, compound

HRID 1900229Notes

Reaction equation

HRID 1900229 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-ef29ccd016e4441394435ce400651f8e
Source dataset
uspto-grants-1996_11
Patent number
US05574161

Reaction notes

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