Veratrole → 4-Chloro-1,2-dimethoxybenzene

HRID 2290703Notes

Reaction equation

HRID 2290703 reaction equation
[C:1]1([O:9][CH3:10])[C:2](=[CH:5][CH:6]=[CH:7][CH:8]=1)[O:3][CH3:4].S(Cl)([Cl:14])(=O)=O>>[CH3:4][O:3][C:2]1[CH:5]=[C:6]([Cl:14])[CH:7]=[CH:8][C:1]=1[O:9][CH3:10]

Participants

3

Reactant 2

HCID 7043VeratroleHCID 24648Sulfuryl chloride

Product 1

HCID 280484-Chloro-1,2-dimethoxybenzene

Procedure

Into a triple-necked flask of a liter, provided with a magnetic stirring system, with a thermometer, with a calcium chloride trap and with a dropping funnel, were introduced in the cold at about 0° C. and successively 138 g (1 mole) of veratrol then drop by drop 135 g (1 mole) of sulfuryl chloride. When the addition was terminated, the reaction medium was brought to room temperature, then after standing one hour was distilled under reduced pressure.

Workup

  1. customInto a triple-necked flask of a liter, provided with a magnetic stirring system, with a thermometer, with a calcium chloride trap and with a dropping funnel
  2. additionwere introduced in the cold at about 0° C.
  3. additionWhen the addition
  4. customwas terminated
  5. customwas brought to room temperature
  6. distillationwas distilled under reduced pressure

Sources & evidence

ORD record
ord-be431d27f10f45f5b9c55a92a75c3493
Source dataset
uspto-grants-1986_10
Patent number
US04618459

Reaction notes

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