Thionyl Chloride → 8-Methoxy-1,4-benzodioxane-5-carbonyl chloride

HRID 1660015

Reaction equation

HRID 1660015 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][O:6][C:7]1[C:12]2[O:13][CH2:14][CH2:15][O:16][C:11]=2[C:10]([C:17]([OH:19])=O)=[CH:9][CH:8]=1>>[CH3:5][O:6][C:7]1[C:12]2[O:13][CH2:14][CH2:15][O:16][C:11]=2[C:10]([C:17]([Cl:3])=[O:19])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 227342488-Methoxy-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxylic Acid

Product 1

HCID 205447108-Methoxy-1,4-benzodioxane-5-carbonyl chlorideYield 100.6%

Procedure

391 g of thionyl chloride and 138 g of 8-methoxy-1,4-benzodioxane-5-carboxylic acid were introduced into a balloon flask provided with a condenser. The mixture was heated to 50°-55° C. and the excess thionyl chloride was distilled off under vacuum. 151 g of 8-methoxy-1,4-benzodioxane-5-carbonyl chloride were obtained (yield: 100%).

Workup

  1. customprovided with a condenser
  2. temperatureThe mixture was heated to 50°-55° C.
  3. distillationthe excess thionyl chloride was distilled off under vacuum

Sources & evidence

ORD record
ord-92993792b1a942c2907a131ffdc84638
Source dataset
uspto-grants-1981_12
Patent number
US04306072

Linked notes

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