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

HRID 1801698Notes

Reaction equation

HRID 1801698 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-b5905400d7834c8f8da2c7f4396fe488
Source dataset
uspto-grants-2013_01
Patent number
US08349850B2

Reaction notes

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