HCID 53660198, compound → 1H-Indole, 5-broMo-6-Methoxy-

HRID 581990Notes

Reaction equation

HRID 581990 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[N:7](S(C)(=O)=O)[CH:6]=[CH:5]2>[OH-].[Na+].C(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[O:11][CH3:12])[NH:7][CH:6]=[CH:5]2

Participants

4

Reactant 1

HCID 53660198HCID 53660198, compound

Product 1

HCID 534184371H-Indole, 5-broMo-6-Methoxy-Yield 99.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

The 1-methylsulphonylindole (D19, 21.2 g, 69.7 mmol) was heated under reflux in a mixture of 10% aqueous sodium hydroxide solution (170 ml) and ethanol (1.0 L) for 1.5 h. The mixture was evaporated almost to dryness, and the residue was dissolved in ethyl acetate and washed with water. The organic phase was dried and evaporated to give the title compound (15.65 g, 99%), mp 110-111° C.

Workup

  1. customThe mixture was evaporated almost to dryness
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with water
  4. customThe organic phase was dried
  5. customevaporated

Sources & evidence

ORD record
ord-30c79622ed794261a725e7ef08475ba7
Source dataset
uspto-grants-1999_07
Patent number
US05922733

Reaction notes

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