3,5-Dimethylpiperidine → 3,5-Dimethyl-4-(4-nitronaphthalen-1-yl)piperidine

HRID 916311Notes

Reaction equation

HRID 916311 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([N+:12]([O-:14])=[O:13])=[CH:4][CH:3]=1.[CH3:15][CH:16]1[CH2:21][CH:20]([CH3:22])[CH2:19][NH:18][CH2:17]1>C(#N)C>[CH3:15][CH:16]1[CH:21]([C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([N+:12]([O-:14])=[O:13])=[CH:4][CH:3]=2)[CH:20]([CH3:22])[CH2:19][NH:18][CH2:17]1

Participants

4

Reactant 2

HCID 1182593,5-DimethylpiperidineHCID 3127191-Chloro-4-nitronaphthalene

Product 1

HCID 116736243,5-Dimethyl-4-(4-nitronaphthalen-1-yl)piperidine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A Pyrex tube was charged with 1-chloro-4-nitronaphthalene (52 mg, 0.25 mmol) and 3,5-dimethylpiperidine (133 μL, 1.0 mmol) followed by acetonitrile (2 mL). The tube was capped and the reaction tube was exposed to microwave irradiation (180° C., 5 min). The reaction mixture was filtered and the solid washed with cold ethanol. If needed the compound was purified according to Purification method C. Yield: 58 mg (82%).

Workup

  1. customThe tube was capped
  2. customthe reaction tube was exposed to microwave irradiation (180° C., 5 min)
  3. filtrationThe reaction mixture was filtered
  4. washthe solid washed with cold ethanol
  5. customwas purified
  6. customaccording to Purification method C

Sources & evidence

ORD record
ord-697bba254abb4abba557db7d38ff004b
Source dataset
uspto-grants-2007_09
Patent number
US07268232B2

Reaction notes

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