Hydrochloric Acid → HCID 54431310, compound

HRID 1413121Notes

Reaction equation

HRID 1413121 reaction equation
[Na].[C:2](=[N:15]O)([C:4]12[CH2:13][CH:9]([CH2:10][CH2:11][CH2:12]1)[CH:8]1[CH2:14][CH:5]2[CH2:6][CH2:7]1)[CH3:3].Cl>C(O)C.O>[NH2:15][CH:2]([C:4]12[CH2:13][CH:9]([CH2:10][CH2:11][CH2:12]1)[CH:8]1[CH2:14][CH:5]2[CH2:6][CH2:7]1)[CH3:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 5360545SodiumHCID 86737469HCID 86737469, compound

Product 1

HCID 54431310HCID 54431310, compoundYield 62.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1.93 g (83.9 mmoles) of metallic sodium powder were added in small portions into a solution of 1.00 g (4.83 mmoles) of 1-acetyltricyclo[4,3,1,12,5 ]undecane oxime in anhydrous ethanol (16 ml) kept under reflux with stirring over a period of 15 minutes. Then, the reaction mixture was heated under reflux for an additional 15 minutes and the mixture was allowed to cool. The reaction mixture was diluted with water (5 ml), then neutralized with 5% hydrochloric acid and then concentrated. The residue was made alkaline with 5% aqueous sodium hydroxide solution and then extracted with diethyl ether. The ether solution was dried and concentrated to afford 0.58 g (yield 62%) of 1-(1-aminoethyl)-tricyclo[4,3,1,12,5 ]undecane.

Workup

  1. temperatureunder reflux
  2. temperatureThen, the reaction mixture was heated
  3. temperatureunder reflux for an additional 15 minutes
  4. temperatureto cool
  5. concentrationconcentrated
  6. extractionextracted with diethyl ether
  7. dry with materialThe ether solution was dried
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-8d20ee14cff4452fb7be974fe94cf706
Source dataset
uspto-grants-1981_02
Patent number
US04248891

Reaction notes

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