HuagongsheHuagongshe Chemistry Print Report · For research reference only
Octanoyl chloride → HCID 86599742, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Octanoyl chloride | HCID 8124 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86599741 | HCID 86599741 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86599742 | HCID 86599742 | 71.5% |
Reaction Steps
To a solution of the compound from Step H (400 mg, 0.6 mmol) and anhydrous DMAP (73 mg, 0.6 mmol) in anhydrous CH2Cl2 (7 mL) was added slowly triethylamine (250 μL, 1.8 mmol). To the stirred solution was added octanoyl chloride (200 μL, 1.2 mmol) over 15 min. The reaction mixture was stirred for an additional 1.5 h. It was then diluted with methylene chloride (30 mL) and washed with saturated aqueous sodium bicarbonate solution (3×10 mL) and water (10 mL). The organic layer was dried over anhydrous sodium sulfate, filtered, and evaporated. The residue was subjected to column chromatography on silica gel eluting with 5% MeOH in CH2Cl2 to afford the title compound as a light yellow foam (340 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07323453B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-671cc9f0a65d4dc98085a4827dc1c0a7 |
| Source note | uspto-grants-2008_01 |