HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → HCID 67123587, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 67123442 | HCID 67123442 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67123587 | HCID 67123587 | 33.1% |
Reaction Steps
To a solution of example 6 (200 mg, 0.26 mmol) in DMF (2.6 mL), methyl chloroformate (27 mg, 0.28 mmol) and DIPEA (0.068 mL, 0.39 mmol) were added. The reaction mixture was stirred at room temperature overnight. The reaction mixture was evaporated under reduced pressure, dissolved in CH2Cl2, and washed thrice with saturated NaHCO3 aqueous solution. The combined organic phases were dried over MgSO4 and concentrated to dryness. The crude residue was chromatographed on a silica gel flash system (ISCO Combiflash) using CH2Cl2/MeOH mixtures of increasing polarity as eluent to afford 36 mg of the desired product (32% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501735B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-82c54cd49efd4685b9b3219f97fcdabc |
| Source note | uspto-grants-2013_08 |