HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium sodium tartarate → 8-Trifluoromethoxy-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium sodium tartarate | HCID 9855836 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 1-Cyanomethyl-5-trifluoromethoxy-1H-indole-2-carboxylic acid ethyl ester | HCID 68527419 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 8-Trifluoromethoxy-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole | HCID 68532045 | 45% |
Reaction Steps
To a suspension of Lithium Aluminium Hydride (0.68 g) in diethylether (70 mL) was added portionwise 1-cyanomethyl-5-trifluoromethoxy-1H-indole-2-carboxylic acid ethyl ester (2.28 g). The reaction mixture was then stirred for 16 hours at reflux. The solution was then slowly poured into a saturated solution of sodium-potassium tartrate. The mixture was then extracted with ethyl acetate 3 times. The combined organic phases were then washed with brine, dried with magnesium sulfate, concentrated in vacuo and purified by column chromatography to yield the desired compound (0.83 g, 45%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07375226B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-f94ed30172a942d1b418d4fc3395dac0 |
| Source note | uspto-grants-2008_05 |