Hydrogen Bromide → 3-Methyl-2-(4-nitro-phenyl)-1-propyl-1H-indole-5-ol

HRID 66829Notes

Reaction equation

HRID 66829 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([CH2:18][CH2:19][CH3:20])[C:13]([C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][CH:22]=1)=[C:12]2[CH3:30])C1C=CC=CC=1.Br>C(O)(=O)C>[CH3:30][C:12]1[C:11]2[C:15](=[CH:16][CH:17]=[C:9]([OH:8])[CH:10]=2)[N:14]([CH2:18][CH2:19][CH3:20])[C:13]=1[C:21]1[CH:22]=[CH:23][C:24]([N+:27]([O-:29])=[O:28])=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 20529107HCID 20529107, compound

Product 1

HCID 205291083-Methyl-2-(4-nitro-phenyl)-1-propyl-1H-indole-5-ol

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Four grams (10 m mole) of 5-benzyloxy-3-methyl-2-(4-nitro-phenyl)-1-propyl-1H-indole and 40 ml of a saturated solution of hydrogen bromide in glacial acetic acid were refluxed for 20 minutes. After evaporation, the residue was purified by chromatography on silicagel (solvent: toluene/acetone (20:1)).

Workup

  1. customAfter evaporation
  2. customthe residue was purified by chromatography on silicagel (solvent: toluene/acetone (20:1))

Sources & evidence

ORD record
ord-6ad4afb5c08c47588b1e1407a2aab92d
Source dataset
uspto-grants-1982_08
Patent number
US04343811

Reaction notes

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