Nitroethane → HCID 54271573, compound

HRID 1657302Notes

Reaction equation

HRID 1657302 reaction equation
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[CH:11]=O.C([O-])(=O)C.[NH4+].[N+:18]([CH2:21][CH3:22])([O-:20])=[O:19]>CO>[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]=1[CH:11]=[C:21]([N+:18]([O-:20])=[O:19])[CH3:22]

Participants

5

Reactant 3

HCID 6587NitroethaneHCID 2772603-Methyl-1H-indole-2-carbaldehydeHCID 517165Ammonium Acetate

Product 1

HCID 54271573HCID 54271573, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-methyl-2-indolecarbaldehyde (7.0 g), ammonium acetate (1.4 g) and nitroethane (10.5 ml) in methanol (35 ml) was refluxed for an hour. After the solvent was removed, the residue was dissolved in ethyl acetate, washed with water and brine, dried over anhydrous magnesium sulfate and evaporated in vacuo. The residue was pulverized with isopropyl ether to give 3-methyl-2-(2-nitro-1-propenyl)indole (4.29 g).

Workup

  1. temperaturewas refluxed for an hour
  2. customAfter the solvent was removed
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washwashed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-0b4150cc5fd1415f9797b47ab23b25f2
Source dataset
uspto-grants-1993_10
Patent number
US05256780

Reaction notes

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