HuagongsheHuagongshe Chemistry Print Report · For research reference only
Calcium Chloride → HCID 22562027, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | HCID 20761750 | HCID 20761750 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Methanol--water (1/1) | HCID 22242641 | — |
| Product | HCID 22562027 | HCID 22562027 | 95% |
Reaction Steps
To a suspension of NABH4 (600 mg, 16 mmol) in 15% H2O/MeOH (6 mL) under nitrogen at rt was added dropwise a solution of [3-(2-oxo-2,3-dihydro-1H-indol-4-yl)-phenyl]-acetic acid methyl ester (450 mg, 1.6 mmol) in THF (3 mL). After stirring at rt for overnight, to the reaction was added CaCl2 (300 mg) and stirring was continued for another 5 hours. The reaction was quenched with acetic acid (2 mL), concentrated, diluted with ethyl acetate, washed with 0.5 N HCl (3×15 mL), 10% NaHCO3 (3×15 mL), brine (1×), dried and concentrated. The oily residue was purified to give 384 mg (95%) of 4-[3-(2-hydroxy-ethyl)-phenyl]-1,3-dihydro-indol-2-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06861418B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-61948fba0dc44573bf9b7ffd0cd44d4e |
| Source note | uspto-grants-2005_03 |