Diethyl Ether → Ethyl (6-methoxy-1h-indol-3-yl)(oxo)acetate

HRID 54228

Reaction equation

HRID 54228 reaction equation
[C:1](Cl)(=[O:5])[C:2](Cl)=[O:3].[CH3:7][O:8][C:9]1[CH:17]=[C:16]2[C:12]([CH:13]=[CH:14][NH:15]2)=[CH:11][CH:10]=1.[CH2:18]([O:20]CC)[CH3:19]>>[CH3:7][O:8][C:9]1[CH:17]=[C:16]2[C:12]([C:13]([C:1](=[O:5])[C:2]([O:20][CH2:18][CH3:19])=[O:3])=[CH:14][NH:15]2)=[CH:11][CH:10]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 65578Oxalyl chlorideHCID 766596-Methoxy-1H-indole

Product 1

HCID 19958885Ethyl (6-methoxy-1h-indol-3-yl)(oxo)acetate

Procedure

7.5 cm3 of oxalyl chloride are added dropwise, under argon and over a period of 30 minutes, to a solution of 8.3 g of 6-methoxyindole, prepared in accordance with the process described by P. L. Feldman and H. Rapoport, Synthesis, (1986), 736, in 100 cm3 of anhydrous diethyl ether. After stirring for two hours, the precipitate formed is separated by filtration and then suspended in 200 cm3 of ethanol.

Workup

  1. customprepared in accordance with the process
  2. customRapoport, Synthesis, (1986), 736
  3. customthe precipitate formed
  4. customis separated by filtration

Sources & evidence

ORD record
ord-791a3c08f9704f98b7d1984cadf6dec0
Source dataset
uspto-grants-1997_04
Patent number
US05622957

Linked notes

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