HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-(2,3-dihydro-1H-indol-3-yl)acetate → 2-(2,3-Dihydro-1H-indol-3-yl)ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-(2,3-dihydro-1H-indol-3-yl)acetate | HCID 11816349 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2,3-Dihydro-1H-indol-3-yl)ethan-1-ol | HCID 23009356 | 95% |
Reaction Steps
Methyl (RS)-(2,3-Dihydro-1H-indol-3-yl)acetate (30.0 g, 0.16 mol) was dissolved in tetrahydrofuran (500 mL) and subsequently added to a suspension of lithium aluminium hydride (10.6 g, 0.28 mol) in tetrahydrofuran (500 mL) over a period of 75 min at 33-39° C. The reaction was quenched by sequential addition of water (20 mL), 15% NaOH (10 mL) and water (50 mL), and then MgSO4. The mixture was stirred at room temperature for 1 h, filtered and concentrated in vacuo to give the title compound (24.2 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544685B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-8b3a3d87a20d4c8eaf68c45bcf631317 |
| Source note | uspto-grants-2009_06 |