Potassium Iodide → HCID 14697337, compound

HRID 2371696Notes

Reaction equation

HRID 2371696 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1C.[OH:17][C:18]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.[C:30](=O)([O-])[O-].[K+].[K+].[I-].[K+]>C1(C)C(C)=CC=CC=1>[C:13]1([CH3:30])[CH:12]=[CH:11][C:10]([CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][N:21]2[CH2:22][CH2:23][C:18]([OH:17])([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:19][CH2:20]2)=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 963874-Phenylpiperidin-4-olHCID 67899161HCID 67899161, compound

Product 1

HCID 14697337HCID 14697337, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

10 g (40 mmol) of 1-chloro-8-tolyloctane, 21.2 g (120 mmol) of 4-hydroxy-4-phenylpiperidine, 5.52 g (40 mmol) of potassium carbonate and 3.3 g (20 mmol) of potassium iodide are heated with 30 ml of xylene at 160° C. for 8 h. The solvent is removed by distillation under reduced pressure. The residue is taken up in dichloromethane/dilute sodium hydroxide solution, and the organic extract is worked up in a conventional manner. The low-boiling compounds are removed by distillation under reduced pressure up to 150° C./0.9 mbar. 11.4 g (94%) of a resin are obtained (see Tab. 1 for physical data).

Workup

  1. customThe solvent is removed by distillation under reduced pressure
  2. extractionthe organic extract
  3. customThe low-boiling compounds are removed by distillation under reduced pressure up to 150° C./0.9 mbar

Sources & evidence

ORD record
ord-751d40756ea24fc499319bcf5d72e55d
Source dataset
uspto-grants-1992_03
Patent number
US05095021

Reaction notes

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