2-Phthalimidomethyl-6-(3-dipropylaminopropyl)naphthalene → 2-Aminomethyl-6-(3-dipropylaminopropyl)naphthalene

HRID 348740Notes

Reaction equation

HRID 348740 reaction equation
C1(=O)[N:5]([CH2:6][C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([CH2:17][CH2:18][CH2:19][N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])[CH:13]=3)[CH:8]=2)C(=O)C2=CC=CC=C12>CN.CO>[NH2:5][CH2:6][C:7]1[CH:16]=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([CH2:17][CH2:18][CH2:19][N:20]([CH2:24][CH2:25][CH3:26])[CH2:21][CH2:22][CH3:23])[CH:13]=2)[CH:8]=1

Participants

3

Reactant 1

HCID 230792442-Phthalimidomethyl-6-(3-dipropylaminopropyl)naphthalene

Product 1

HCID 230792162-Aminomethyl-6-(3-dipropylaminopropyl)naphthaleneYield 92.6%

Reagents, catalysts & solvents 1

HCID 57454252Monomethylamine methanolSolvent

Procedure

The compound (439 mg) obtained in Example 121-10 was dissolved in a 40% methylamine/methanol solution (45 ml) and stirred at room temperature for 3 days. After completion of the reaction, the solvent was distilled off. Then, a 1 mol/l sodium hydroxide aqueous solution was added to the residue, and the whole was stirred. The solution was extracted with chloroform and the extract was washed with saturated saline solution. After that, the organic layer was dried with anhydrous sodium sulfate. Then, the solvent was distilled off, thereby obtaining the subject compound (283 mg) as a colorless oily substance.

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. additionThen, a 1 mol/l sodium hydroxide aqueous solution was added to the residue
  4. stirringthe whole was stirred
  5. extractionThe solution was extracted with chloroform
  6. washthe extract was washed with saturated saline solution
  7. dry with materialAfter that, the organic layer was dried with anhydrous sodium sulfate
  8. distillationThen, the solvent was distilled off

Sources & evidence

ORD record
ord-905c61f1c0b44fed8ea707740d92a2e7
Source dataset
uspto-grants-2007_02
Patent number
US07176227B2

Reaction notes

Loading…