HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → HCID 58054120, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Di-tert-butyl 1,4-diazepane-1,5-dicarboxylate | HCID 66660434 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58054120 | HCID 58054120 | 49% |
Reaction Steps
To a solution of Intermediate 3-2 (4.21 g) and TEA (2.0 g) in DCM (50 mL) was added benzoyl chloride (2.11 g) slowly. After stirring at room temperature for 1 hour and then the reaction was quenched with saturated sodium bicarbonate. The organic phase was dried over sodium sulfate and evaporated to dryness. Purification was achieved by chromatography on an ISCO column (RediSep 12, gradient elution with 10% to 70% EtOAc/Hex providing pure Intermediate 3-3 (2.82 g, 49% yield for the three steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08835422B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-f1da4701089a4d80a71528cdbe74b5fb |
| Source note | uspto-grants-2014_09 |