Thionyl Chloride → Chromone-3-carbonyl chloride

HRID 483338

Reaction equation

HRID 483338 reaction equation
[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[C:3]([C:12]([OH:14])=O)=[CH:2]1.S(Cl)([Cl:17])=O>C1CCCCC1>[O:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[C:3]([C:12]([Cl:17])=[O:14])=[CH:2]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 181620Chromone-3-carboxylic acid

Product 1

HCID 15041156Chromone-3-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

A mixture of chromone-3-carboxylic acid (1.25 g) and thionyl chloride (6 ml) was heated at reflux for 5 minutes. The reaction mixture was then diluted with cyclohexane (15 ml) and ice-cooled. The crystalline precipitate was collected by filtration, washed with cyclohexane and dried under vacuum to give chromone-3-carbonyl chloride (1.2 g).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 5 minutes
  3. temperaturecooled
  4. filtrationThe crystalline precipitate was collected by filtration
  5. washwashed with cyclohexane
  6. customdried under vacuum

Sources & evidence

ORD record
ord-51cd92f0b5aa44f5ba0074e140aaeca1
Source dataset
uspto-grants-1993_07
Patent number
US05225419

Linked notes

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