3-Phenoxypyridine → HCID 19746154, compound

HRID 1834012Notes

Reaction equation

HRID 1834012 reaction equation
[O:1]([C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[C:15]1([CH3:25])[CH:20]=[CH:19][C:18]([S:21]([OH:24])(=[O:23])=[O:22])=[CH:17][CH:16]=1>C(O)C>[C:15]1([CH3:25])[CH:16]=[CH:17][C:18]([S:21]([OH:24])(=[O:22])=[O:23])=[CH:19][CH:20]=1.[O:1]([C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 2005103-PhenoxypyridineHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 19746154HCID 19746154, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of 9 g. of 3-phenoxypyridine in 20 ml. of absolute ethanol is treated with a solution of 9.5 g. of p-toluenesulfonic acid monohydrate in 10 ml. of absolute ethanol with stirring. The resulting solution is evaporated at reduced pressure and the residue triturated with ether to crystallize 3-phenoxypyridine p-toluenesulfonate which is collected by filtration and washed with ether; m.p. 78°-80° C. after recrystallization from 2-propanol.

Workup

  1. customThe resulting solution is evaporated at reduced pressure
  2. customthe residue triturated with ether
  3. customto crystallize 3-phenoxypyridine p-toluenesulfonate which
  4. filtrationis collected by filtration
  5. washwashed with ether
  6. customm.p. 78°-80° C. after recrystallization from 2-propanol

Sources & evidence

ORD record
ord-5ba960fb924c47cd9cc679b06a904d4b
Source dataset
uspto-grants-1978_01
Patent number
US04067983

Reaction notes

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