Thionyl Chloride → 2-(Chloromethyl)-4H-1-benzopyran-4-one

HRID 574123Notes

Reaction equation

HRID 574123 reaction equation
O[CH2:2][C:3]1[O:4][C:5]2[C:10]([C:11](=[O:13])[CH:12]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.S(Cl)([Cl:16])=O>C(Cl)(Cl)Cl>[Cl:16][CH2:2][C:3]1[O:4][C:5]2[C:10]([C:11](=[O:13])[CH:12]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 12536095HCID 12536095, compound

Product 1

HCID 140019552-(Chloromethyl)-4H-1-benzopyran-4-one

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The 2-(hydroxymethyl)-4H-chromen-4-one was dissolved in 30 ml of anhydrous chloroform at room temperature, 1 ml of thionyl chloride was added to the solution, and reaction mixture was stirred at room temperature for 24 hours. The solvent was thereafter evaporated, and the obtained liquid was dissolved in anhydrous hexane, which was also evaporated again to give 2-(chloromethyl)-4H-chromen-4-one which was further reacted without purification.

Workup

  1. customThe solvent was thereafter evaporated
  2. dissolutionthe obtained liquid was dissolved in anhydrous hexane
  3. customwhich was also evaporated again

Sources & evidence

ORD record
ord-31677ca7dbbc4e74bc58de3ddaf5d14c
Source dataset
uspto-grants-2015_05
Patent number
US09034872B2

Reaction notes

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