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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690381Generated: October 31, 2026

Water → N-(2-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide

https://huagongshe.com/reaction/1690381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantAcryloyl chlorideHCID 13140—
ReactantN-Methyl-N-[(2-methyl-1H-indol-3-yl)methyl]amineHCID 10954023—
SolventDichloromethaneHCID 6344—
ProductN-(2-methyl-1H-indol-3-ylmethyl)-N-methylacrylamideHCID 22139057—

Reaction Steps

To a solution of 2-methyl-3-(methylaminomethyl)indole (1.5 g, 8.6 mmole) and triethylamine (1.7 g, 17.3 mmole) in CH2Cl2 at 5° C. under a nitrogen atmosphere was added acryloyl chloride (0.86 g, 9.48 mmole). After 1 hr the reaction solution was poured into H2O (100 mL) and the layers were separated. The organic fraction was washed with H2O (100 mL) followed by brine and then dried over Na2SO4. Concentration under vacuum gave the title compound as an orange oil which solidified under high vacuum: MS (ES) m/e 457 (2M+H)+. This material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153652B2
Source datasetuspto-grants-2012_04
ORD IDord-717c201f73ae4e48928e6809094ebfc9
Source noteuspto-grants-2012_04