Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629174Generated: October 30, 2026

Methyl iodide → 1H-Indole-2-carboxylic acid, 1-methyl-5-(phenylmethoxy)-, ethyl ester

https://huagongshe.com/reaction/629174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 5-(phenylmethoxy)-1H-indole-2-carboxylateHCID 95721—
SolventDimethylformamideHCID 6228—
Product1H-Indole-2-carboxylic acid, 1-methyl-5-(phenylmethoxy)-, ethyl esterHCID 11483680—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of ethyl 5-(benzyloxy)-1H-indole-2-carboxylate (5.00 g, 16.93 mmol) and methyl iodide (1.14 mL, 18.28) in 17 mL dimethylformamide was added potassium carbonate (2.57 g, 18.62 mmol). The resulting suspension was stirred for 2 h at 150° C. in a sealed reaction vessel. Solids were filtered and the liquor concentrated to give crude ethyl 5-(benzyloxy)-1-methyl-1H-indole-2-carboxylate. Used without further purification or characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315495B2
Source datasetuspto-grants-2016_04
ORD IDord-0fd87ee7f7574de095d83fc2c00ca5b5
Source noteuspto-grants-2016_04