Hydrochloric Acid → 3,5-Dimethylbenzoyl Chloride

HRID 751548Notes

Reaction equation

HRID 751548 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:11])[CH:10]=1)[C:5](O)=[O:6].S(Cl)([Cl:14])=O.S(=O)=O.Cl>>[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([CH3:11])[CH:10]=1)[C:5]([Cl:14])=[O:6]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 1119Sulfur DioxideHCID 103563,5-Dimethylbenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 810883,5-Dimethylbenzoyl ChlorideYield 92%

Conditions

Temperature
80 °C

Procedure

Into the same apparatus as used in the method A, were charged 300 g (2 mol) of 3,5-dimethylbenzoic acid and 357.2 g (3 mol) of thionyl chloride. The temperature was raised to 80° C. while stirring in a nitrogen atmosphere to allow the reaction to proceed for 3 h under reflux. During the reaction, sulfur dioxide and hydrogen chloride generated were washed away and captured by an aqueous alkali solution, The result of analysis of the reaction product solution showed the production of 310 g (1.84 mol) of the aimed 3,5-dimethylbenzoyl chloride (yield: 92%). By vacuum distillation, 287-(1.7 mol) of 3,5-dimethylbenzoyl chloride was isolated (yield: 85%).

Workup

  1. customthe reaction
  2. temperatureunder reflux
  3. washgenerated were washed away
  4. customThe result of analysis of the reaction product solution

Sources & evidence

ORD record
ord-4c8d796342f44f3386af640e84dc55f4
Source dataset
uspto-grants-2008_07
Patent number
US07405331B2

Reaction notes

Loading…