HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → tert-Butyl {2-[(pyridin-2-yl)oxy]ethyl}carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | tert-butyl N-(2-hydroxyethyl)carbamate | HCID 2733206 | — |
| Reactant | HCID 178516071 | HCID 178516071 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-Butyl {2-[(pyridin-2-yl)oxy]ethyl}carbamate | HCID 68804906 | 74.1% |
Reaction Steps
Diethyl azodicarboxylate (630 μL, 4.00 mmol) was added to a mixture of 2-hydroxypyridine (0.380 g, 4.0 mmol), tert-butyl (2-hydroxyethyl)carbamate (0.322 g, 2.0 mmol) and triphenylphosphine (1.05 g, 4.0 mmol) in THF (6.0 mL). The mixture was stirred overnight at RT, and concentrated. The residue was chromatographed on silica gel with EtOAc in hexanes to give the product (0.353 g, 74.1%). LCMS: (M+H)=239.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07767675B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-264000045a1c4fc6a1b0bf3e0df0b982 |
| Source note | uspto-grants-2010_08 |