HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 8-Ethyl-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | N-Methyl-2-piperidone | HCID 13603 | — |
| Reactant | 4-Ethylphenylhydrazine hydrochloride | HCID 2760970 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 8-Ethyl-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole | HCID 59455098 | — |
Reaction Steps
Sulfuric acid is added to a solution of 4-ethyl phenyl hydrazine hydrochloride (1 equiv.) in dioxane, and stirred for 5 min. at RT. N-Methyl piperidone (0.76-1.4 equiv.) is added and the mixture is heated at 80° C. for 3 h. After completion, as monitored by TLC, the reaction mixture is concentrated under reduced pressure and basified to pH 10 using 10% aqueous KOH solution, extracted with EtOAc, dried over anhydrous sodium sulfate and concentrated under reduced pressure using rotary evaporator to provide the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08907097B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-5073ca927a554003a6eaefcbc1bc7329 |
| Source note | uspto-grants-2014_12 |