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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 839491Generated: October 30, 2026

Methyl iodide → 2-(2-Methoxy-4-methylphenyl)-1H-indole

https://huagongshe.com/reaction/839491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 20323045HCID 20323045—
SolventDimethylformamideHCID 6228—
Product2-(2-Methoxy-4-methylphenyl)-1H-indoleHCID 2032305570%

Reaction Steps

At a temperature of 25° C. 54 g (1 mol) of sodium methylate and 170 g (1.2 mol) of methyl iodide were added to a solution of 223 g (1 mol) of 2-(2'-hydroxy-4'-methyl-phenyl)-indole, prepared as in Example 1, in 1200 ml of N,N-dimethylformamide. The solution was then stirred for 2 hours and the crude product was precipitated by adding water. After recrystallization from benzene, 166 g of 2-(2'-methoxy-4'-methyl-phenyl)-indole were obtained. M.P.: 125° C. Yield: 70%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04096112
Source datasetuspto-grants-1978_06
ORD IDord-76d4dfc90e164b8ea2cf9589998261d4
Source noteuspto-grants-1978_06