Oxalyl chloride → HCID 22888202, compound

HRID 1783383Notes

Reaction equation

HRID 1783383 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][NH:6]2.[C:11](Cl)(=[O:15])[C:12]([Cl:14])=[O:13]>CCOCC>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4]([C:11](=[O:15])[C:12]([Cl:14])=[O:13])=[CH:5][NH:6]2

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 27745024-Fluoroindole

Product 1

HCID 22888202HCID 22888202, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a stirred solution of 4-fluoroindole (2.00 g, 14.8 mmol) in ether (15 mL), at 0° C. under Ar, was added oxalyl chloride (1.55 mL, 17.8 mmol) dropwise. The resulting suspension was stirred at room temperature for 1 h and then it was filtered and the filtercake was washed with ether. The resulting solid was dried in vacuo to give the title compound (2.60 g, 78%) as a yellow powder:

Workup

  1. filtrationit was filtered
  2. washthe filtercake was washed with ether
  3. customThe resulting solid was dried in vacuo

Sources & evidence

ORD record
ord-ff1b9824571941e48737c951367a5bc9
Source dataset
uspto-grants-2009_03
Patent number
US07501419B2

Reaction notes

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