HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → tert-butyl N-[2-(4-fluorophenyl)-2-hydroxyethyl]-N-methylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Mono-tert-butyl carbonate | HCID 3015642 | — |
| Reactant | 1-(4-Fluorophenyl)-2-(methylamino)ethan-1-ol | HCID 21943407 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-butyl N-[2-(4-fluorophenyl)-2-hydroxyethyl]-N-methylcarbamate | HCID 69414015 | — |
Reaction Steps
A solution of 1-(4-fluorophenyl)-2-methylamino ethanol (the compound of Preparation Example 17) (9.7 g) and t-butylbicarbonate (10.0 g) in a mixed solvent of tetrahydrofuran solution (100 mL) and an aqueous solution of saturated sodium bicarbonate (50 mL) was stirred at room temperature for 1.5 hours. The solution was diluted with ethyl acetate, and washed with water and saturated sodium chloride water. After drying the organic layer with anhydrous sodium sulfate, the residue that was obtained by evaporating the solvent at reduced pressure was purified by silica gel column chromatography (hexane/ethyl acetate), and the title compound (9.5 g) was obtained as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07217723B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-dbbe7d011d1a482e8a467cfb9c6dca6e |
| Source note | uspto-grants-2007_05 |