4-Methoxybenzyl alcohol → 4-Methyloxybenzyl chloride

HRID 2397856Notes

Reaction equation

HRID 2397856 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9]O)=[CH:7][CH:8]=1.S(Cl)([Cl:13])=O>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][Cl:13])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 77384-Methoxybenzyl alcoholHCID 24386Thionyl Chloride

Product 1

HCID 699934-Methyloxybenzyl chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 138.0 g of p-methoxybenzyl alcohol in 500 ml of dry chloroform is added, dropwise, 119 g of thionyl chloride. Subsequently, the mixture is stirred and heated under reflux for 2 hours, concentrated from the steam bath and the residue fractionated to give p-methoxybenzyl chloride.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. concentrationconcentrated from the steam bath

Sources & evidence

ORD record
ord-1de349cc9ae244f6a3a281a56f185a5c
Source dataset
uspto-grants-1977_05
Patent number
US04022897

Reaction notes

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