HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → HCID 58386120, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Reactant | HCID 58858087 | HCID 58858087 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58386120 | HCID 58386120 | 156.8% |
Reaction Steps
To a solution of 1-(2-methoxy-4-nitrophenoxy)propan-2-ol (1.537 g, 6.76 mmol) in DCM (20 mL) was added SEM-Cl (2.4 mL, 13.5 mmol) followed by DIPEA (4.7 mL, 27.1 mmol) dropwise under N2. The mixture was stirred O.N. at RT., diluted with DCM (20 mL), washed with 1N HCl, brine, dried (Na2SO4), and evaporated under reduced pressure to obtain a yellow oil (3.79 g) which was purified by flash chromatography (40 g silica, 0% to 100% EtOAc-Hexanes) to yield. Example 6A (2.03 g, 5.68 mmol, 84% yield) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415386B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-0f48fc01dbfa4070aba33d1a6f887102 |
| Source note | uspto-grants-2013_04 |