Guaiacol → 4-Chloroguaiacol

HRID 1824703Notes

Reaction equation

HRID 1824703 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].NC1C=CC=CN=1.S(Cl)([Cl:19])=O>C1(C)C=CC=CC=1>[Cl:19][C:7]1[CH:6]=[CH:5][C:4]([OH:9])=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

5

Reactant 3

HCID 460GuaiacolHCID 104392-AminopyridineHCID 24386Thionyl Chloride

Product 1

HCID 280504-Chloroguaiacol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2-Methoxyphenol (5.0 g), 2-aminopyridine (0.3 g), and thionyl chloride (3.24 mL) were stirred at 70° C. in toluene (100 mL) for 19 hours. The reaction mixture was cooled to room temperature, and then the solvent was evaporated under reduced pressure to obtain the title compound as an oil (6.6 g).

Workup

  1. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-d588d0af36cc4a74a38a711eb8e8018a
Source dataset
uspto-grants-2006_05
Patent number
US07045516B1

Reaction notes

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