Hydrochloric Acid → 56916-87-1

HRID 2398299Notes

Reaction equation

HRID 2398299 reaction equation
[CH:1]1([NH:9][C:10](=O)[C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[ClH:29]>C1COCC1>[ClH:29].[CH:1]1([NH:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 831342HCID 831342, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 1733148456916-87-1

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

A solution of 5.0 g of 3,4-dimethoxy-benzoic acid cyclooctylamide in 20 ml of absolute THF was added dropwise to a suspension of 1.4 g of lithium-aluminium hydride in 30 ml of absolute THF, the reaction mixture was heated for 4 hours to the boiling temperature and, after having cooled, it was cautiously combined with water. The residue was treated with 50 ml of THF, the combined organic phases were dried over Na2SO4, the solvent was removed and the oil obtained was combined with methanolic hydrochloric acid. After concentration, 3.9 g of N-cyclooctyl-3,4-dimethoxy-benzylamine-hydrochloride were obtained. Melting point 161°-163° C (from ethanol/ether).

Workup

  1. temperaturethe reaction mixture was heated for 4 hours to the boiling temperature
  2. temperatureafter having cooled
  3. dry with materialthe combined organic phases were dried over Na2SO4
  4. customthe solvent was removed
  5. customthe oil obtained
  6. concentrationAfter concentration

Sources & evidence

ORD record
ord-8c92397f54c84cdd824c6f345ad8f0cd
Source dataset
uspto-grants-1977_05
Patent number
US04024274

Reaction notes

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