Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1808672Generated: October 25, 2026

Methyl cyanoacetate → Indole

https://huagongshe.com/reaction/1808672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl cyanoacetateHCID 7747—
ReactantPiperidineHCID 8082—
Reactant1H-Indole-3-carboxaldehyde, 1-methyl-2-phenyl-HCID 74468—
SolventMethanolHCID 887—
ProductIndoleHCID 798263.8%

Reaction Steps

To 120 ml of methanol were added 23.5 g (0.10 mol) of 1-methyl-2-phenyl-1H-indole-3-carbaldehyde and 11.9 g (0.12 mol) of methyl cyanoacetate to produce a mixture. Subsequently, 2.5 g (0.03 mol) of piperidine was added to the mixture, reacted under reflux for 6 hours, and cooled to room temperature to precipitate a crystal. The obtained crystal was washed with a small amount of methanol, and then dried to give 30.9 g of a light-yellow crystalline indole compound A having a structure of the general Chemical Formula (1) in which R1 was methyl group and R2 was methyl group. The melting point of the obtained indole compound A was 193.7° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08361625B2
Source datasetuspto-grants-2013_01
ORD IDord-49669eb5cbd143bb9afba59f582bd187
Source noteuspto-grants-2013_01