Maleic Acid → HCID 131710315, compound

HRID 1657828Notes

Reaction equation

HRID 1657828 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[CH:12]=2)=[O:10])[CH2:3]1.[C:18]([OH:25])(=[O:24])/[CH:19]=[CH:20]\[C:21]([OH:23])=[O:22]>C(OCC)C>[C:18]([OH:25])(=[O:24])/[CH:19]=[CH:20]\[C:21]([OH:23])=[O:22].[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH:4]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[CH:12]=2)=[O:10])[CH2:3]1

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 21530354HCID 21530354, compound

Product 1

HCID 131710315HCID 131710315, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

The 1-methyl-3-(3-methylphenacyl)piperidine obtained above was dissolved in about 100 ml of diethyl ether. The resulting solution was added to a diethyl ether solution of maleic acid. The solvent was decanted from the resulting solid which was taken up in hot acetone. The resulting solution was cooled and diluted with diethyl ether. The crystals which formed were isolated by filtration, washed with diethyl ether, and recrystallized from acetone/diethyl ether to give 12.6 g of 1-methyl-3-(3-methylphenacyl)piperidine, maleate salt, mp 92°-94°. The following elemental analysis was obtained:

Workup

  1. customThe solvent was decanted from the resulting solid which
  2. temperatureThe resulting solution was cooled
  3. additiondiluted with diethyl ether
  4. customThe crystals which formed
  5. customwere isolated by filtration
  6. washwashed with diethyl ether
  7. customrecrystallized from acetone/diethyl ether

Sources & evidence

ORD record
ord-74c13575a3cc484ca3ed79c864c390f4
Source dataset
uspto-grants-1976_06
Patent number
US03962257

Reaction notes

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