Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185678Generated: October 27, 2026

Dichloromethane → Methyl 4-methoxy-2,3-dihydro-1H-indole-2-carboxylate

https://huagongshe.com/reaction/2185678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantAmmonium ChlorideHCID 25517—
ReactantMagnesiumHCID 5462224—
ReactantEthyl 4-methoxy-1H-indole-2-carboxylateHCID 11458647—
SolventMethanolHCID 887—
ProductMethyl 4-methoxy-2,3-dihydro-1H-indole-2-carboxylateHCID 22451269—

Reaction Steps

Ethyl 4-methoxyindole-2-carboxylate (0.95 g, 4.33 mmol) was dissolved in methanol (10 ml) and magnesium shavings (0.471 g, 19.37 mmol) were then added, with stirring, at room temperature under a nitrogen atmosphere. After the reaction started, a water bath was used to maintain the reaction temperature between 15-20° C. This mixture was stirred overnight. At the end of the reaction, dichloromethane (200 ml) was added to the mixture, followed by ammonium chloride solution (200 ml). The organic phase was separated out and the aqueous phase was extracted with dichloromethane (3×50 ml). The combined organic phases were dried over magnesium sulphate and the solvent was removed to give a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403561B1
Source datasetuspto-grants-2002_06
ORD IDord-65b7b2ee7dfd4a14b98e1cc2a6764b50
Source noteuspto-grants-2002_06