Hydrochloric Acid → HCID 19752108, compound

HRID 483315Notes

Reaction equation

HRID 483315 reaction equation
C([NH:4][C:5]1([CH2:12][NH:13]C(=O)C)[CH2:10][CH:9]2[CH2:11][CH:6]1[CH2:7][CH2:8]2)(=O)C.[ClH:17]>O>[ClH:17].[ClH:17].[NH2:4][C:5]1([CH2:12][NH2:13])[CH2:10][CH:9]2[CH2:11][CH:6]1[CH2:7][CH2:8]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19752088HCID 19752088, compound

Product 1

HCID 19752108HCID 19752108, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Acetylamino-2-acetylaminomethyl-bicyclo[2.2.1]heptane (3 g), in the form of a mixture of the exo and endo racemates in a ratio of (4/1), in a 6N solution (100 cc) of hydrochloric acid in water is refluxed for 8 hours. The mixture is concentrated to dryness under reduced pressure (5.2 kPa), the residue from the evaporation is taken up in ethanol (50 cc) and diisopropyl ether (150 cc) is added dropwise. The precipitate obtained is drained on a glass frit, washed with a mixture of ethanol and diisopropyl ether (25/75 by volume) (20 cc) and then with diisopropyl ether (2×20 cc) and finally dried in an oven at 80° C. 2-Amino-2-aminomethyl-bicyclo[2.2.1]heptane dihydrochloride (2.53 g) is thus obtained in the form of white crystals which melt at 262°-4° C.

Workup

  1. concentrationThe mixture is concentrated to dryness under reduced pressure (5.2 kPa)
  2. customthe residue from the evaporation
  3. additiondiisopropyl ether (150 cc) is added dropwise
  4. customThe precipitate obtained
  5. washwashed with a mixture of ethanol and diisopropyl ether (25/75 by volume) (20 cc)
  6. dry with materialwith diisopropyl ether (2×20 cc) and finally dried in an oven at 80° C

Sources & evidence

ORD record
ord-c936f41452d44b49a1a5db8165452b5f
Source dataset
uspto-grants-1993_07
Patent number
US05225207

Reaction notes

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