HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butanol → tert-Butyl (5-bromothiophen-3-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 5-Bromothiophene-3-carboxylic acid | HCID 12039978 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | tert-Butyl (5-bromothiophen-3-yl)carbamate | HCID 15759194 | — |
Reaction Steps
Triethylamine (15 mL) and diphenylphosphoryl azide (16.5 mL) were added to a solution of the mixture of 2-bromothiophene-4-carboxylic acid obtained in the above-described Step (14.48 g) in toluene (250 mL) at room temperature. The reaction solution was stirred for 2 hours. 2-Methyl-2-propanol (40 mL) was added to the reaction solution, and then the reaction solution was stirred at 100° C. for 2 hours. The reaction solution was evaporated under vacuum, and the resultant residue was purified by column chromatography on silica gel (developing solvent:hexane/ethyl acetate) to obtain tert-butyl(5-bromothiophen-3-yl)carbamate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145414B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8866f86e55044342b1339ab9a06f93e2 |
| Source note | uspto-grants-2015_09 |