HCID 22624973, compound → HCID 22624967, compound

HRID 279626Notes

Reaction equation

HRID 279626 reaction equation
O1CCCCC1[O:7][CH2:8][CH2:9][S:10][C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1>C(O)(=O)C.C1COCC1.O>[OH:7][CH2:8][CH2:9][S:10][C:11]1[CH:16]=[CH:15][N:14]=[CH:13][CH:12]=1

Participants

5

Reactant 1

HCID 22624973HCID 22624973, compound

Product 1

HCID 22624967HCID 22624967, compoundYield 81.4%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4-(2-(tetrahydropyran-2-yloxy)ethylthio)pyridine (2.73 g, 11 mmol) in acetic acid (8 ml), THF (4 ml) and water (2 ml) was heated at 50° C. for 4 hours. The volatiles were removed by evaporation and the residue azeotroped with toluene to give 4-(2-hydroxyethylthio)pyridine (1.39 g, 79%) as an off-white solid.

Workup

  1. customThe volatiles were removed by evaporation
  2. customthe residue azeotroped with toluene

Sources & evidence

ORD record
ord-e5f8b8db281e4a5e99d93763eb78a789
Source dataset
uspto-grants-2002_03
Patent number
US06362336B1

Reaction notes

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