HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenol → HCID 66740851, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | (S)-(-)-N-Boc-prolinol | HCID 643448 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66740851 | HCID 66740851 | 98.2% |
Reaction Steps
To a solution of 4-bromophenol (1.73 g) and tert-butyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate (4.0 g) in tetrahydrofuran (50 ml),triphenylphosphine (3.1 g) and a solution of diisopropyl azodicarboxylate (2.4 g) in tetrahydrofuran (10 ml) were added, and the mixture was heated to reflux for 2 hours. After cooling, the reaction solution was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain the title compound (3.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187489B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-df37563c37e24b298b45e881957cb05c |
| Source note | uspto-grants-2015_11 |