Ethanol → HCID 67300353, compound

HRID 1015432Notes

Reaction equation

HRID 1015432 reaction equation
[NH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1)N.[CH3:12][CH2:13][C:14](=O)[CH2:15][CH3:16].S(=O)(=O)(O)O.[CH2:23](O)[CH3:24]>>[CH2:13]([C:14]1[NH:1][C:3]2[C:11]([C:15]=1[CH3:16])=[CH:10][C:6]([C:7]([O:9][CH2:23][CH3:24])=[O:8])=[CH:5][CH:4]=2)[CH3:12]

Participants

5

Reactant 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 7288Ethyl ketoneHCID 120894-Hydrazinobenzoic acid

Product 1

HCID 67300353HCID 67300353, compound

Conditions

Temperature
85 °C

Procedure

A 5.00 g portion of 4-hydrazinobenzoic acid was suspended in 50 ml of ethanol, and 5.6 ml of 3-pentanone and 2.7 ml of sulfuric acid were added, followed by stirring at 85° C. for 24 hours. After evaporation of ethanol under a reduced pressure, water was added to the residue under ice-cooling, followed by stirring at the same temperature for 30 minutes. The resulting solid was collected by filtration and then washed with water to obtain 6.34 g of ethyl 2-ethyl-3-methyl-1H-indole-5-carboxylate as a light brown solid.

Workup

  1. customAfter evaporation of ethanol under a reduced pressure, water
  2. additionwas added to the residue under ice-
  3. temperaturecooling
  4. stirringby stirring at the same temperature for 30 minutes
  5. filtrationThe resulting solid was collected by filtration
  6. washwashed with water

Sources & evidence

ORD record
ord-119915ab19cc46b0b1e3974095c66084
Source dataset
uspto-grants-2011_07
Patent number
US07985764B2

Reaction notes

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