Iodoethane → HCID 67285354, compound

HRID 1947437Notes

Reaction equation

HRID 1947437 reaction equation
[H-].[Na+].[CH2:3]([C:11]1[NH:12][C:13]2[C:18]([CH:19]=1)=[CH:17][C:16]([N+:20]([O-:22])=[O:21])=[CH:15][CH:14]=2)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH2:23](I)[CH3:24]>CN(C=O)C.O>[CH2:3]([C:11]1[N:12]([CH2:23][CH3:24])[C:13]2[C:18]([CH:19]=1)=[CH:17][C:16]([N+:20]([O-:22])=[O:21])=[CH:15][CH:14]=2)[CH2:4][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 24758Sodium hydrideHCID 67285381HCID 67285381, compound

Product 1

HCID 67285354HCID 67285354, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A 60% dispersion of NaH (0.5 g, 2.02 mmol) was added to a solution of 2-phenethyl-5-nitro-1H-indole (0.16 g, 0.6 mmol) in DMF (30 ml). The reaction mixture was kept under stirring for 30 minutes. Then, ethyl iodide (0.15 ml, 1.9 mmol) was added, and the mixture was left under stirring overnight at room temperature. The next morning, the mixture was poured in H2O left under stirring overnight, obtaining a precipitate which was filtered to give 2-phenethyl-1-ethyl-5-nitro-1H-indole.

Workup

  1. waitthe mixture was left
  2. stirringunder stirring overnight at room temperature
  3. waitleft
  4. stirringunder stirring overnight
  5. customobtaining a precipitate which
  6. filtrationwas filtered

Sources & evidence

ORD record
ord-59ef245e96244f00ac35042a05b7ee8d
Source dataset
uspto-grants-2013_03
Patent number
US08399477B2

Reaction notes

Loading…