HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 117728992, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,2,2-Trichloroethyl chloroformate | HCID 87063 | — |
| Reactant | HCID 117729041 | HCID 117729041 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 117728992 | HCID 117728992 | 70% |
Reaction Steps
A solution of Intermediate Ab (250 mg, 1.06 mmol) in EtOAc (3 mL) was treated with aqueous NaOH (1M, 1.9 mmol), followed by 2,2,2-trichloroethyl chloroformate (154 μL, 1.16 mmol) and the reaction mixture was stirred at RT for 1 h. The mixture was partitioned between EtOAc (10 mL) and water (10 mL). The layers were separated and the aqueous layer was extracted with a further 10 mL EtOAc. The combined organic layers were dried (Na2SO4), filtered and concentrated in vacuo. The residue was purified by FCC, using 0-40% EtOAc in DCM to afford the title compound as a colorless oil (300 mg, 70%). LCMS (Method 3): Rt 3.42 min, m/z 410, 412 [MH+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09359354B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-38fd3f4167724a35b6ae39634776b454 |
| Source note | uspto-grants-2016_06 |