Salicylic Acid → 2-(Dichloromethyl)phenol

HRID 1283614Notes

Reaction equation

HRID 1283614 reaction equation
[C:1](O)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].S(Cl)(Cl)=O.[Cl-:15].[Al+3].[Cl-:17].[Cl-]>>[CH:1]([Cl:17])([Cl:15])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4]

Participants

4

Reactant 3

HCID 338Salicylic AcidHCID 24386Thionyl ChlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 180081872-(Dichloromethyl)phenol

Conditions

Temperature
42.5 °C

Procedure

A mixture of 10 grams salicylic acid, 7 ml of thionyl chloride, and 0.02 gram of aluminum chloride was heated at 40 to 45°C. for 11/2 hours. The excess thionyl chloride was removed in vacuum and the salicylyl chloride reaction product can be used without further purification.

Workup

  1. customThe excess thionyl chloride was removed in vacuum
  2. customthe salicylyl chloride reaction product
  3. customcan be used without further purification

Sources & evidence

ORD record
ord-3e83c12fe1db40ba8056d1044542bbe6
Source dataset
uspto-grants-1976_08
Patent number
US03975532

Reaction notes

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