Thionyl Chloride → 7-Chloro-1,4-benzodioxane-5-carbonyl chloride

HRID 127421Notes

Reaction equation

HRID 127421 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]([OH:14])=O)[C:5]2[O:10][CH2:9][CH2:8][O:7][C:6]=2[CH:11]=1.S(Cl)([Cl:17])=O>>[Cl:1][C:2]1[CH:3]=[C:4]([C:12]([Cl:17])=[O:14])[C:5]2[O:10][CH2:9][CH2:8][O:7][C:6]=2[CH:11]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 186136627-Chloro-2,3-dihydro-1,4-benzodioxine-5-carboxylic acid

Product 1

HCID 205447037-Chloro-1,4-benzodioxane-5-carbonyl chlorideYield 100%

Procedure

32.2 g of 7-chloro-1,4-benzodioxane-5-carboxylic acid and 64 ml of thionyl chloride were introduced into a balloon flask provided with an agitator, a thermometer and a condenser. The mixture was heated under reflux and then the thionyl chloride in excess was distilled off under vacuum. 35 g of 7-chloro-1,4-benzodioxane-5-carbonyl chloride were obtained (M.P.: 140° C.; yield: 100%).

Workup

  1. customprovided with an agitator
  2. temperatureThe mixture was heated
  3. temperatureunder reflux
  4. distillationthe thionyl chloride in excess was distilled off under vacuum

Sources & evidence

ORD record
ord-7e6383343fde4001b220fb0d5d87cba8
Source dataset
uspto-grants-1981_03
Patent number
US04255580

Reaction notes

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