HCID 86632947, compound → Desmethylselegiline

HRID 1625545Notes

Reaction equation

HRID 1625545 reaction equation
Cl.[CH3:2][C@@H:3]([NH2+:11][CH2:12][C:13]#[CH:14])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>ClCCl.C(=O)([O-])[O-].[Na+].[Na+]>[CH3:2][C@@H:3]([NH:11][CH2:12][C:13]#[CH:14])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 1

HCID 86632947HCID 86632947, compound

Product 1

HCID 185859Desmethylselegiline

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 10340Sodium CarbonateSolvent

Procedure

840 mg (4 mmol) ((R)-1-methyl-2-phenyl-ethyl)-prop-2-ynyl-ammonium hydrochloride (Sigma) is dissolved in 10 ml dichloromethane and 1M aqueous sodium carbonate. The organic phase is separated. The aqueous phase is extracted three times with 10 ml dichloromathane. The combined organic phases are washed with brine and dried with magnesium sulfate. The crude product 6a is used without further purification.

Workup

  1. customThe organic phase is separated
  2. extractionThe aqueous phase is extracted three times with 10 ml dichloromathane
  3. washThe combined organic phases are washed with brine
  4. dry with materialdried with magnesium sulfate
  5. customThe crude product 6a is used without further purification

Sources & evidence

ORD record
ord-4564f419b9bf41adb375b33df70200a3
Source dataset
uspto-grants-2014_07
Patent number
US08784775B2

Reaction notes

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