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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1637872Generated: October 31, 2026

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

https://huagongshe.com/reaction/1637872

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 product 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 equiv.) and TFA (18 mL, 2 equiv.) to give the title compound (22 g, 60%) as white crystals after recrystallization from ethanol. MP: 178° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06043252
Source datasetuspto-grants-2000_03
ORD IDord-851a225802014ff7a18ab41aabc62016
Source noteuspto-grants-2000_03