N-(2-Piperidylmethyl)-dimethylamine → 1-(9-Xanthenyl)-2-(dimethylaminomethyl)-piperidine

HRID 1576394Notes

Reaction equation

HRID 1576394 reaction equation
C(O[CH:5]1[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:12][C:11]2[C:6]1=[CH:7][CH:8]=[CH:9][CH:10]=2)(=O)C.[CH3:19][N:20]([CH2:22][CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][NH:24]1)[CH3:21]>C1(C)C=CC=CC=1>[CH:7]1[C:6]2[CH:5]([N:24]3[CH2:25][CH2:26][CH2:27][CH2:28][CH:23]3[CH2:22][N:20]([CH3:21])[CH3:19])[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[O:12][C:11]=2[CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 252484N-(2-Piperidylmethyl)-dimethylamineHCID 125434549-Acetoxyxanthene

Product 1

HCID 442737891-(9-Xanthenyl)-2-(dimethylaminomethyl)-piperidine

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 3.5 g. (14.6 mmoles) of 9-acetoxyxanthene and 2.1 g. (14.8 mmoles) of 2-(dimethylaminomethyl)-piperidine in 50 ml. of toluene was refluxed for 40 hours. The mixture was then washed with sodium bicarbonate, dried and evaporated. Recrystallization of the residue from hexane afforded 1-(9-xanthenyl)-2-(dimethylaminomethyl)-piperidine, m.p. 81°-83°C.

Workup

  1. washThe mixture was then washed with sodium bicarbonate
  2. customdried
  3. customevaporated
  4. customRecrystallization of the residue from hexane

Sources & evidence

ORD record
ord-594fd4c453804d96a73b6ee2f34dea9c
Source dataset
uspto-grants-1976_09
Patent number
US03980788

Reaction notes

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