Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | HCID 67231702 | HCID 67231702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67232369 | HCID 67232369 | 18.6% |
Reaction Steps
To a solution of the compound (0.21 g) obtained in step 3 and triethylamine (0.19 mL) in THF (10 mL) was added bis(trichloromethyl) carbonate (0.13 g) at 5° C. The reaction mixture was stirred at 0° C. for 30 min and at room temperature for 1 hr, poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous ammonium chloride solution and saturated brine, dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 10→33% ethyl acetate/hexane) to give the title compound (0.04 g, 18%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08592454B2 |
|---|
| Source dataset | uspto-grants-2013_11 |
|---|
| ORD ID | ord-bea46a30401546bab5ad9eb57a3b1c9b |
|---|
| Source note | uspto-grants-2013_11 |
|---|