HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acrylonitrile → HCID 68757669, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acrylonitrile | HCID 7855 | — |
| Reactant | Benzyltrimethylammonium hydroxide | HCID 66854 | — |
| Reactant | gamma-Carboline | HCID 130802 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 68757669 | HCID 68757669 | 80% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034880B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-fae6587181344b4b8c6a10074d33ac5c |
| Source note | uspto-grants-2015_05 |