HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66952844, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | HCID 58745510 | HCID 58745510 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66952844 | HCID 66952844 | 75% |
Reaction Steps
A solution of 257A (447 mg, 1.7 mmol) in CH2Cl2 (20 mL) was treated with triethylamine (0.3 mL, 2.2 mmol) followed by benzyl chloroformate (0.27 mL, 1.9 mmol) at room temperature. The reaction mixture was stirred for 18 hours, then washed with water (25 mL). The aqueous layer was extracted with CH2Cl2 (25 mL) and the combine organics were washed with saturated aqueous NaHCO3, 0.1N HCl, and brine. The organic layer was dried (Na2SO4), filtered and concentrated in vacuo to an oil. The crude material was purified by flash chromatography (30% EtOAc/hexanes) on silica gel to afford 411 mg (yield: 75%) of Compound 257B as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07297695B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-33f47d3f37524d96a4a888f1d4656e6b |
| Source note | uspto-grants-2007_11 |