Levulinic Acid → HCID 21395953, compound

HRID 1282990Notes

Reaction equation

HRID 1282990 reaction equation
Cl.[CH3:2][C:3]1[CH:22]=[CH:21][C:6]([C:7]([N:9]([C:11]2[CH:16]=[CH:15][C:14]3[O:17][CH2:18][CH2:19][O:20][C:13]=3[CH:12]=2)N)=[O:8])=[CH:5][CH:4]=1.[C:23]([OH:30])(=[O:29])[CH2:24][CH2:25][C:26]([CH3:28])=O>O>[CH3:2][C:3]1[CH:22]=[CH:21][C:6]([C:7]([N:9]2[C:11]3[C:16](=[CH:15][C:14]4[O:17][CH2:18][CH2:19][O:20][C:13]=4[CH:12]=3)[C:25]([CH2:24][C:23]([OH:30])=[O:29])=[C:26]2[CH3:28])=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 11579Levulinic AcidHCID 21395931HCID 21395931, compound

Product 1

HCID 21395953HCID 21395953, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 5 g of N1 -(p-methylbenzoyl)-3,4-ethylenedioxyphenylhydrazine hydrochloride and 30 g of levulinic acid was heated for 3 hours at 85° - 90°C. The reaction mixture was cooled to a room temperature, and poured into 200 ml of water. The crude product was recrystallized twice from ethyl acetate to give 1-(p-methylbenzoyl)-2-methyl-5,6-ethylenedioxy-3-indolylacetic acid having a melting point of 170° - 171°C.

Workup

  1. temperaturewas heated for 3 hours at 85° - 90°C
  2. customThe crude product was recrystallized twice from ethyl acetate

Sources & evidence

ORD record
ord-7c023c8392f14c7b8350587c10a986ba
Source dataset
uspto-grants-1976_08
Patent number
US03974145

Reaction notes

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