HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → tert-Butyl 6-bromoindoline-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Carbonic acid, bis(1,1-dimethylethyl) ester | HCID 10219638 | — |
| Reactant | 6-Bromo-2,3-dihydro-1H-indole | HCID 13098379 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-Butyl 6-bromoindoline-1-carboxylate | HCID 22038386 | 71.6% |
Reaction Steps
Di-t-butyl carbonate (6.7 g) was added to a solution of 6-bromoindoline (5.1 g) and triethylamine (3.1 g) in tetrahydrofuran (50 ml) followed by stirring the resultant mixture at room temperature overnight. After adding water and ethyl acetate thereto, the layers were separated and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The residue was then purified by silica gel column chromatography (hexane/ethyl acetate system) to give the title compound (5.5 g) as a colorless oil (yield: 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071201B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-addcacbb6213493293811ebb667a59e9 |
| Source note | uspto-grants-2006_07 |