HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-yl]-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 5-(3-oxo-3-pyrrolidin-1-yl-propyl)-1H-indole-2-carboxylic acid ethyl ester | HCID 69586877 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-yl]-methanol | HCID 22042173 | 78% |
Reaction Steps
To a solution of 5-(3-oxo-3-pyrrolidin-1-yl-propyl)-1H-indole-2-carboxylic acid ethyl ester (1.5 g, 4.8 mmol) in 100 mL of tetrahydrofuran, lithium aluminum hydride powder (728 mg, 19.2 mmol) was added. The mixture was stirred under nitrogen at room temperature for 2 hour. To the reaction mixture was added water (0.75 mL), 15% sodium hydroxide (0.75 mL) and water (0.75 mL). It was then filtered through a pad of celite and the filtrate was concentrated. The residue was washed with ethyl acetate to give 960 mg (78%) of [5-(3-pyrrolidin-1-yl-propyl)-1H-indol-2-yl]-methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06706709B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-a211efdf2c064b5aa629326e25f9e9c3 |
| Source note | uspto-grants-2004_03 |