Water → 3-acetyl-2-chloro-1-methylindole

HRID 1957220Notes

Reaction equation

HRID 1957220 reaction equation
[H-].[Na+].[C:3]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[NH:8][C:7]=1[Cl:15])(=[O:5])[CH3:4].[CH3:16]I.O>C1COCC1>[C:3]([C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([CH3:16])[C:7]=1[Cl:15])(=[O:5])[CH3:4]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 109323071-(2-Chloro-1H-indol-3-yl)ethan-1-one

Product 1

HCID 8203443-acetyl-2-chloro-1-methylindole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a slurry of 310 mg of NaH in 15 ml THF was added 1 g of (75), and then 625 μl of methyl iodide. The reaction was left with stirring for 3 days. Water was added, the product extracted with diethylether, and the ether phase dried and evaporated to dryness to give (76). Yield 870 mg.

Workup

  1. waitThe reaction was left
  2. extractionthe product extracted with diethylether
  3. dry with materialthe ether phase dried
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-c4dc57c070a046518cee21ea95f0bfc9
Source dataset
uspto-grants-1998_07
Patent number
US05783575

Reaction notes

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