Hydrochloric Acid → HCID 117858300, compound

HRID 1486252Notes

Reaction equation

HRID 1486252 reaction equation
[NH2:1][CH2:2][C:3]12[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][C:5]([C:13]([OH:15])=[O:14])([CH2:6]3)[CH2:4]1)[CH2:10]2.Cl.[CH3:17]O>O1CCOCC1>[NH2:1][CH2:2][C:3]12[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][C:5]([C:13]([O:15][CH3:17])=[O:14])([CH2:6]3)[CH2:4]1)[CH2:10]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 2835355HCID 2835355, compound

Product 1

HCID 117858300HCID 117858300, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

73 mg (0.30 mmol) of 3-(aminomethyl)adamantane-1-carboxylic acid were initially charged in 1.48 ml of methanol, and 1.48 ml of 4 N hydrogen chloride solution in dioxane were added. The mixture was stirred under reflux for 5 h. The mixture was concentrated by evaporation and the residue was admixed with saturated sodium hydrogencarbonate solution. The mixture was extracted three times with ethyl acetate, and the combined organic phases were dried over sodium sulphate and then concentrated by evaporation and dried. 55 mg of the target compound (82% of theory) were obtained, which were used in the subsequent stage without further purification.

Workup

  1. temperatureunder reflux for 5 h
  2. concentrationThe mixture was concentrated by evaporation
  3. extractionThe mixture was extracted three times with ethyl acetate
  4. dry with materialthe combined organic phases were dried over sodium sulphate
  5. concentrationconcentrated by evaporation
  6. customdried

Sources & evidence

ORD record
ord-0859ca79df02426397ae9fa860d296d5
Source dataset
uspto-grants-2016_08
Patent number
US09422285B2

Reaction notes

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