HCID 21545501, compound → HCID 19908217, compound

HRID 1605951Notes

Reaction equation

HRID 1605951 reaction equation
[C:1]([N:9]1[CH2:14][CH:13]2[CH2:15][CH2:16][CH:10]1[CH2:11][N:12]2C)(=O)C1C=CC=CC=1>Cl>[CH3:1][N:9]1[CH2:14][CH:13]2[CH2:15][CH2:16][CH:10]1[CH2:11][NH:12]2

Participants

3

Reactant 1

HCID 21545501HCID 21545501, compound

Product 1

HCID 19908217HCID 19908217, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 2-benzoyl-5-methyl-2,5-diazabicyclo[2.2.2]octane (17.2 g, 0.074 mole) in concentrated hydrochloric acid (172 ml) was refluxed 48 hours. The solution was evaporated to dryness in vacuo and the residue triturated with diethyl ether. The supernatant, after centrifugation, was decanted, and the procedure was repeated using absolute ethanol. The hygroscopic residue of 2-methyl-2,5-diazabicyclo[2.2.2]octane. 2HCl (12.1 g, 81.5%) was dried in vacuo. It slowly decomposed above 300° C.

Workup

  1. customThe solution was evaporated to dryness in vacuo
  2. customthe residue triturated with diethyl ether
  3. customThe supernatant, after centrifugation, was decanted
  4. dry with materialThe hygroscopic residue of 2-methyl-2,5-diazabicyclo[2.2.2]octane. 2HCl (12.1 g, 81.5%) was dried in vacuo
  5. customIt slowly decomposed above 300° C.

Sources & evidence

ORD record
ord-e09164c0a6f2407994e96dafa36b6172
Source dataset
uspto-grants-1976_04
Patent number
US03951980

Reaction notes

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