Acetic Acid → HCID 18990344, compound

HRID 2395719Notes

Reaction equation

HRID 2395719 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([Cl:11])[C:9]=1[OH:10])[CH:5]=O.[CH3:12][C:13](=[O:18])[CH2:14][C:15](=[O:17])[CH3:16].N1CCCCC1.C(O)(=O)C>C(OCCCC)(=O)C>[OH:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:14]([C:13](=[O:18])[CH3:12])[C:15](=[O:17])[CH3:16])[CH:7]=[C:8]([Cl:11])[C:9]=1[OH:10]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 31261AcetylacetoneHCID 24681823-Chloro-4,5-dihydroxybenzaldehyde

Product 1

HCID 18990344HCID 18990344, compound

Reagents, catalysts & solvents 1

HCID 31272Butyl AcetateSolvent

Procedure

A mixture containing 3.45 g of 3,4-dihydroxy-5-chlorobenzaidehyde, 3.0 ml of 2,4-pentanedione, 0.3 ml of piperidine and 1.0 ml of acetic acid in 100 ml of 1-butyl acetate was refluxed for 2 h with Dean-Stark separator. The solution was filtered and the solvent was evaporated in vacuo. The residue was crystallized from 1-propanol. Yield 0.46 g, mp 167°-171° C.

Workup

  1. temperaturewas refluxed for 2 h with Dean-Stark separator
  2. filtrationThe solution was filtered
  3. customthe solvent was evaporated in vacuo
  4. customThe residue was crystallized from 1-propanol

Sources & evidence

ORD record
ord-cb18d11043bd44bea42475d80da801bd
Source dataset
uspto-grants-1996_02
Patent number
US05489614

Reaction notes

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