N,N-Dimethylpiperidin-4-amine → 1-(9-Xanthenyl)-4-dimethylaminopiperidine

HRID 1576392Notes

Reaction equation

HRID 1576392 reaction equation
[CH3:1][N:2]([CH3:9])[CH:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.C(O[CH:14]1[C:27]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[O:21][C:20]2[C:15]1=[CH:16][CH:17]=[CH:18][CH:19]=2)(=O)C>C1C=CC=CC=1>[CH:16]1[C:15]2[CH:14]([N:6]3[CH2:7][CH2:8][CH:3]([N:2]([CH3:9])[CH3:1])[CH2:4][CH2:5]3)[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[O:21][C:20]=2[CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 417391N,N-Dimethylpiperidin-4-amineHCID 125434549-Acetoxyxanthene

Product 1

HCID 215125421-(9-Xanthenyl)-4-dimethylaminopiperidine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 2.14 g. of 4-dimethylaminopiperidine and 4.0 g. of 9-acetoxyxanthene in 100 ml. of sieve dried benzene was refluxed for 24 hours. The mixture was then washed with a 5 percent aqueous solution of sodium carbonate, dried and the solvent removed in vacuo. The residue was recrystallized three times from hexane to afford 1-(9-xanthenyl)-4-dimethylaminopiperidine, m.p. 92°-93°C.

Workup

  1. washThe mixture was then washed with a 5 percent aqueous solution of sodium carbonate
  2. customdried
  3. customthe solvent removed in vacuo
  4. customThe residue was recrystallized three times from hexane

Sources & evidence

ORD record
ord-2fa737d6a7fb4920ab4099cfe204776d
Source dataset
uspto-grants-1976_09
Patent number
US03980788

Reaction notes

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