HuagongsheHuagongshe Chemistry Print Report · For research reference only
1'-Acetyl-5,6-dihydrospiro[1H-indolo[3,2-c]quinoline-6,4'-piperidine] → 1'-Ethyl-5,6-dihydrospiro[1H-indolo[3,2-c]quinoline-6,4'-piperidine]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1'-Acetyl-5,6-dihydrospiro[1H-indolo[3,2-c]quinoline-6,4'-piperidine] | HCID 19824920 | — |
| Reactant | lithium aluminium hydride THF | HCID 68718528 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 1'-Ethyl-5,6-dihydrospiro[1H-indolo[3,2-c]quinoline-6,4'-piperidine] | HCID 19824921 | 48.7% |
Reaction Steps
A solution of 7.5 g of 1'-acetyl-5,6-dihydrospiro-[1H-indolo-[3,2-c]quinoline-6,4'-piperidine] in 60 ml of THF was added dropwise to 45 ml of 1M LiAlH4 /THF. The solution was stirred at room temperature for 30 minutes and thereafter quenched with NH4Cl, filtered through celite and concentrated to give 9.2 g of crude product. Flash chromatography using 7% CH3OH/CH2Cl2 as an eluent gave 3.5 g of solid, m.p. 238°-240° dec.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05006531 |
| Source dataset | uspto-grants-1991_04 |
| ORD ID | ord-9b14695587964b01bb08ee76976671a9 |
| Source note | uspto-grants-1991_04 |