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

HRID 1915001Notes

Reaction equation

HRID 1915001 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-b975bf194340479da77b55e5e7532f27
Source dataset
uspto-grants-2013_12
Patent number
US08614319B2

Reaction notes

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