Oxalyl chloride → HCID 21999006, compound

HRID 442748Notes

Reaction equation

HRID 442748 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([S:11][CH3:12])[CH:9]=2)[CH:4]=[CH:3]1.[C:13](Cl)(=[O:17])[C:14]([Cl:16])=[O:15]>CCOCC>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([S:11][CH3:12])[CH:9]=2)[C:4]([C:13](=[O:17])[C:14]([Cl:16])=[O:15])=[CH:3]1

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 539966581-Methyl-6-(methylthio)-1H-indole

Product 1

HCID 21999006HCID 21999006, compoundYield 82.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1-methyl-6-methylsulfanyl-1H-indole (658 mg, 3.71 mmol) in Et2O(7 ml) at 0° C., was added oxalyl chloride (0.55 ml, 6.31 mmol). After stirring for 3 hours, the orange solid was collected, washed with Et2O, and dried to afford (1-methyl-6-methylsulfanyl-1H-indol-3-yl)-oxo-acetyl chloride (819 mg, 66%).

Workup

  1. customthe orange solid was collected
  2. washwashed with Et2O
  3. customdried

Sources & evidence

ORD record
ord-c940c13e679e4ada9ce3b292c0f94196
Source dataset
uspto-grants-1999_04
Patent number
US05891901

Reaction notes

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