Bis(2,4,6-trichlorophenyl) propanedioate → Coumarin

HRID 2195575Notes

Reaction equation

HRID 2195575 reaction equation
[C:1](OC1C(Cl)=CC(Cl)=CC=1Cl)(=O)[CH2:2][C:3]([O:5][C:6]1[C:11](Cl)=[CH:10][C:9](Cl)=[CH:8][C:7]=1Cl)=[O:4]>C1(C)C=CC=CC=1>[O:5]1[C:6]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:1]=[CH:2][C:3]1=[O:4]

Participants

3

Reactant 1

HCID 2783450Bis(2,4,6-trichlorophenyl) propanedioate

Product 1

HCID 323Coumarin

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of VB482 (835 mg, 3.0 mmol) and bis(2,4,6-trichlorophenyl) malonate (1389 mg, 3.0 mmol) in dry toluene (9 ml) was heated in a sealed tube at 120° C. for 2 hrs. The resulting suspension was cooled and filtered, the solids were washed with hot hexanes and dried in vacuo to give pure coumarin VB483 (568 mg, 55%).

Workup

  1. temperatureThe resulting suspension was cooled
  2. filtrationfiltered
  3. washthe solids were washed with hot hexanes
  4. customdried in vacuo

Sources & evidence

ORD record
ord-20b9f852eb324ef1a5e21fd0a5e290f7
Source dataset
uspto-grants-2012_12
Patent number
US08337941B2

Reaction notes

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