Triethylamine → HCID 19092321, compound

HRID 487591Notes

Reaction equation

HRID 487591 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]2[C:7]1=[O:16].Cl.[CH3:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[CH2:26][CH2:27][NH:28][CH2:29][CH:30]=2)=[CH:21][CH:20]=1.C(N(CC)CC)C>C(#N)C>[CH3:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]2[CH2:30][CH2:29][N:28]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]3[C:10](=[O:11])[C:9]4=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]4[C:7]3=[O:16])[CH2:27][CH:26]=2)=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 93575N-(4-Bromobutyl)phthalimideHCID 1619692071965-06-5

Product 1

HCID 19092321HCID 19092321, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution N-(4-bromobutyl)phthalimide (0.85 g), 4-(4-methylphenyl)-1,2,3,6-tetrahydropyridine hydrochloride (0.63 g) and triethylamine (0.91 g) in dry acetonitrile (10 ml) was refluxed for 3 hours. After evaporation of the solvent, crude residue was dissolved in ethyl acetate, washed with water, sat. ammonium chloride solution and brine successively, dried over magnesium sulfate and evaporated to give a yellow solid of N-[4-{4-(4-methylphenyl)-1,2,3,6-tetrahydropyridin-1-yl}butyl]phthalimide (0.99 g).

Workup

  1. customAfter evaporation of the solvent, crude residue
  2. dissolutionwas dissolved in ethyl acetate
  3. washwashed with water, sat. ammonium chloride solution and brine successively
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-c10d5f87f0f64643bd810c7d1b5aa878
Source dataset
uspto-grants-1994_03
Patent number
US05296487

Reaction notes

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