Ethanol → HCID 54522879, compound

HRID 1155577Notes

Reaction equation

HRID 1155577 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([CH3:6])=O.Cl.[F:10][C:11]([F:21])([F:20])[C:12]1[CH:17]=[CH:16][C:15]([NH:18]N)=[CH:14][CH:13]=1.[CH2:22](O)[CH3:23].S(=O)(=O)(O)O>O>[CH2:22]([O:8][C:1](=[O:7])[CH2:2][C:3]1[C:16]2[C:15](=[CH:14][CH:13]=[C:12]([C:11]([F:21])([F:20])[F:10])[CH:17]=2)[NH:18][C:4]=1[CH3:6])[CH3:23]

Participants

6

Reactant 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 11579Levulinic AcidHCID 24229790[4-(Trifluoromethyl)phenyl]hydrazine--hydrogen chloride (1/1)

Product 1

HCID 54522879HCID 54522879, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred mixture of 11.6 g. of levulinic acid, 21.3 g. of 4-trifluoromethylphenylhydrazine hydrochloride, 125 ml. of ethanol and 10 ml. of concentrated sulfuric acid is heated under reflux for 24 hours. The reaction mixture is poured onto chopped ice and water. A precipitate forms and is collected by filtration to give ethyl-2-methyl-5-trifluoromethyl-3-indoleacetate.

Workup

  1. additionA stirred mixture of 11.6 g
  2. temperatureunder reflux for 24 hours
  3. additionThe reaction mixture is poured
  4. filtrationA precipitate forms and is collected by filtration

Sources & evidence

ORD record
ord-e0846d9dbcda444bbabad44fc22d961a
Source dataset
uspto-grants-1981_11
Patent number
US04302589

Reaction notes

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