Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990720Generated: October 31, 2026

Tryptamine → 1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carboline

https://huagongshe.com/reaction/990720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTryptamineHCID 1150—
ReactantTrifluoroacetic acidHCID 6422—
ReactantPiperonalHCID 8438—
Product1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-beta-carbolineHCID 20117262.7%

Reaction Steps

This compound was prepared using the same procedure as for Intermediate 1 with tryptamine (20.0 g, 120 mmol), 3,4-methylenedioxybenzaldehyde (20.6 g, 1.1 eg.) and TFA (18 mL, 2 eq.) to give the title compound (22 g, 60%) as white crystals after recrystallization from ethanol (m.p.:178° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06462047B1
Source datasetuspto-grants-2002_10
ORD IDord-181f133350bd4547bb63ab7d1e28d9f5
Source noteuspto-grants-2002_10