Water → HCID 67884577, compound

HRID 1586706Notes

Reaction equation

HRID 1586706 reaction equation
[ClH:1].[NH:2]1[CH2:7][CH2:6][CH:5]([CH:8]2[CH2:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:17])[CH2:4][CH2:3]1.[CH:18]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1)=[CH2:19].O.O.O.C([O-])(=O)C.[Na+].O>CO>[ClH:1].[ClH:1].[N:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[CH2:18][CH2:19][N:2]1[CH2:3][CH2:4][CH:5]([CH:8]2[CH2:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9]2=[O:17])[CH2:6][CH2:7]1

Participants

6

Reactant 4

HCID 962WaterHCID 75212-VinylpyridineHCID 19759205HCID 19759205, compoundHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 67884577HCID 67884577, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 0.251 g (0.001 mol) of 2-(4-piperidyl)-1-indanone hydrochloride, 0.21 g (0.002 mol) of 2-vinylpyridine, 0.272 g (0.002 mol) sodium acetate trihydrate, 2 mL of water, and 2 mL of methanol was stirred and refluxed for 20 hours. The solvent was evaporated in vacuo and the residue was dissolved in ethyl acetate and dried over magnesium sulfate. The product was isolated in pure form by chromatography on silica gel using 5% methanol in chloroform. A hydrochloride salt was prepared and was recrystallized from ethanol to give 2-[1-(2-pyridylethyl)-4-piperidyl]-1-indanone dihydrochloride, mp 195°-196° C.

Workup

  1. temperaturerefluxed for 20 hours
  2. customThe solvent was evaporated in vacuo
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. dry with materialdried over magnesium sulfate
  5. customThe product was isolated in pure form by chromatography on silica gel using 5% methanol in chloroform
  6. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-7d9887d211f34ff98388dae9c82d8389
Source dataset
uspto-grants-1993_06
Patent number
US05215989

Reaction notes

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