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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574596Generated: October 29, 2026

Acrylonitrile → HCID 68757669, compound

https://huagongshe.com/reaction/574596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylonitrileHCID 7855—
ReactantBenzyltrimethylammonium hydroxideHCID 66854—
Reactantgamma-CarbolineHCID 130802—
SolventBenzeneHCID 241—
ProductHCID 68757669HCID 6875766980%

Reaction Steps

To a solution of Pyrido[4,3-b]indole G3-a (R19═H) (2.108 g, 11.3 mmol) in mixture benzene (30 mL) and acrylonitrile (10 mL) was added benzyltrimethylammonium hydroxide solution (40% wt. % in methanol, 0.7 mL). The mixture was heated under reflux for 1 h, cooled, washed with water, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (benzene/Et3N, 9:1) gave 2.174 g (80%) of the title compound, mp 108-110° C. (acetone, −12° C.). 1H NMR (Acetone-d6): 2.46 (3H, s), 2.73-3.01 (6H, m), 3.56 (2H, s), 4.48 (2H, t), 6.97-7.16 (2H, m), 7.38 (1H, d), 7.45 (1H, d).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034880B2
Source datasetuspto-grants-2015_05
ORD IDord-fae6587181344b4b8c6a10074d33ac5c
Source noteuspto-grants-2015_05