HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 22388045, compound → HCID 22388242, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 22388045 | HCID 22388045 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22388242 | HCID 22388242 | 59.3% |
Reaction Steps
Ethyl 1-(2,4-dichorobenzoyl)-2-methylindolizine-7-carboxylate (3.17 g) was dissolved in tetrahydrofuran (32 ml), and a 10M borane-dimethyl sulfide complex (9.5 ml) was dropwise added under ice-cooling. The mixture was stirred at room temperature for 3.5 hr, neutralized and partitioned between ethyl acetate and water. The organic layer was washed three times with water and then with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure to dryness. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=19/1) to give the objective compound (1.81 g) as a pale-yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06348474B1 |
| Source dataset | uspto-grants-2002_02 |
| ORD ID | ord-7516adb572f9421fa2cbe771c471fefc |
| Source note | uspto-grants-2002_02 |