HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromophenol → tert-butyl N-[2-(4-bromophenoxy)ethyl]-N-methylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-(tert-Butoxycarbonyl)-N-methyl-2-aminoethanol | HCID 545700 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl N-[2-(4-bromophenoxy)ethyl]-N-methylcarbamate | HCID 20785720 | — |
Reaction Steps
To a stirred solution of tert-butyl 2-hydroxyethyl(methyl)carbamate (1.5 eq), 4-bromophenol (1.0 eq) and PPh3 (1.5 eq) in anhydrous THF under nitrogen was added DIAD (1.5 eq) dropwise at 0° C. The reaction was stirred at rt. for 48 h., quenched with water, and extracted with EtOAc. The extract was dried, concentrated, and purified by column chromatography to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-adb1b0ada3474243baee9f854be18609 |
| Source note | uspto-grants-2016_04 |