Piperidine → HCID 18990378, compound

HRID 2395720Notes

Reaction equation

HRID 2395720 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10])[CH:5]=O.[CH:14]1([C:17](=[O:24])[CH2:18][C:19]([CH:21]2[CH2:23][CH2:22]2)=[O:20])[CH2:16][CH2:15]1.N1CCCCC1>C(O)(=O)C>[CH:21]1([C:19](=[O:20])[C:18](=[CH:5][C:4]2[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]([OH:10])=[C:2]([OH:1])[CH:3]=2)[C:17]([CH:14]2[CH2:15][CH2:16]2)=[O:24])[CH2:22][CH2:23]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 57489573,4-Dihydroxy-5-nitrobenzaldehydeHCID 137807821,3-Dicyclopropylpropane-1,3-dione

Product 1

HCID 18990378HCID 18990378, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture containing 2.75 g of 3,4-dihydroxy-5-nitrobenzaldehyde, 3.8 g of 1,3-dicyclopropyl-l,3-propanedione, 0.2 ml of piperidine and 0.4 ml of acetic acid was refluxed for 1 h with a Dean-Stark separator. After cooling the product was filtered and recrystallized from acetic acid. Yield 2.85 g, mp 159°-162° C.

Workup

  1. temperaturewas refluxed for 1 h with a Dean-Stark separator
  2. temperatureAfter cooling the product
  3. filtrationwas filtered
  4. customrecrystallized from acetic acid

Sources & evidence

ORD record
ord-be1535e9712d44a6b09ba9fdb90f367b
Source dataset
uspto-grants-1996_02
Patent number
US05489614

Reaction notes

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