Terephthalaldehyde → HCID 354777, compound

HRID 1975712Notes

Reaction equation

HRID 1975712 reaction equation
[C:1]1([CH:9]=O)[CH:6]=[CH:5][C:4]([CH:7]=O)=[CH:3][CH:2]=1.[CH3:11][C:12](=[O:17])[CH2:13][C:14](=[O:16])[CH3:15].S(Cl)(Cl)=O>CC(O)C>[C:14]([C:13]([C:12](=[O:17])[CH3:11])=[CH:9][C:1]1[CH:2]=[CH:3][C:4]([CH:7]=[C:13]([C:12](=[O:17])[CH3:11])[C:14](=[O:16])[CH3:15])=[CH:5][CH:6]=1)(=[O:16])[CH3:15]

Participants

5

Reactant 3

HCID 12173TerephthalaldehydeHCID 24386Thionyl ChlorideHCID 31261Acetylacetone

Product 1

HCID 354777HCID 354777, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a mixture containing 1.34 g of 1,4-benzenedicarboxaldehyde and 2.1 g of 2,4-pentanedione in 20ml of 2-propanol was gradually added 3.0 g of thionyl chloride with stirring and cooling below 20° C. The mixture was stirred over night at room temperature, filtered and washed with 2-propanol. Yield 1.1 g (55%).

Workup

  1. temperaturecooling below 20° C
  2. stirringThe mixture was stirred over night at room temperature
  3. filtrationfiltered
  4. washwashed with 2-propanol

Sources & evidence

ORD record
ord-44d97cc1a5644d1a8a1055a8eaf503a2
Source dataset
uspto-grants-1994_02
Patent number
US05288750

Reaction notes

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