Ethanol → 5-Methoxyoxindole

HRID 1657517Notes

Reaction equation

HRID 1657517 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=S)[CH:6]2C.C([OH:16])C>[Ni]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:16])[CH2:6]2

Participants

4

Reactant 2

HCID 702EthanolHCID 20289274HCID 20289274, compound

Product 1

HCID 15142865-MethoxyoxindoleYield 71%

Reagents, catalysts & solvents 1

HCID 935NickelSolvent

Procedure

Desulfurization of 1.5 g (7.17 mmol) of 5-methoxy-3-methylthio-2-oxindole dissolved in 100 ml of absolute ethanol with W-2 Raney-Ni gave in 71% yield 5-methoxy-2-oxindole, mp. 148.5°-150.5° (lit. mp. 152°-154°).*

Sources & evidence

ORD record
ord-b2e80b2d2aa44e09b6c84bb5447b1848
Source dataset
uspto-grants-1976_06
Patent number
US03960926

Reaction notes

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