4-Formylbenzoic acid → HCID 1491097, compound

HRID 1975710Notes

Reaction equation

HRID 1975710 reaction equation
[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([OH:3])=[O:2].[CH3:12][C:13](=[O:18])[CH2:14][C:15](=[O:17])[CH3:16].S(Cl)(Cl)=O>CC(O)C>[C:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[C:14]([C:13](=[O:18])[CH3:12])[C:15](=[O:17])[CH3:16])=[CH:6][CH:5]=1)([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 120884-Formylbenzoic acidHCID 24386Thionyl ChlorideHCID 31261Acetylacetone

Product 1

HCID 1491097HCID 1491097, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a suspension containing 3.0 g (0.02mol) of 4-carboxybenzaldehyde and 3.0 g (0.03mol) of 2,4-pentanedione in 10ml of 2-propanol was gradually added 3.0 g (0.025mol) of thionyl chloride with stirring and cooling (below 20° C). The mixture was stirred over night at 20° C. After filtering the product was washed with 2-propanol, yield 1.8 g, mp 195°-199° C.

Workup

  1. temperaturecooling (below 20° C)
  2. stirringThe mixture was stirred over night at 20° C
  3. filtrationAfter filtering the product
  4. washwas washed with 2-propanol, yield 1.8 g, mp 195°-199° C.

Sources & evidence

ORD record
ord-7e2ae9e012d44fd4aa3289806ae85959
Source dataset
uspto-grants-1994_02
Patent number
US05288750

Reaction notes

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