HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Methyl 5-bromoindoline-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Tert-butyl 7-methyl 5-bromoindoline-1,7-dicarboxylate | HCID 49758856 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | Methyl 5-bromoindoline-7-carboxylate | HCID 49758858 | 101.5% |
Reaction Steps
1-(1,1-dimethylethyl) 7-methyl 5-bromo-2,3-dihydro-1H-indole-1,7-dicarboxylate (9 g, 25 mmol) was dissolved in trifluoroacetic acid (6 mL) and stirred at room temperature for 16 hours. Dichloromethane and sodium hydroxide solution (2 M) were added and the organic layer washed twice with sodium hydroxide solution until the aqueous layer pH>7. The organic layer was then concentrated in vacuo to give 6.5 g (100%) of the title compound as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372875B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-5c40a508bb024e18afe4c58b76281c2c |
| Source note | uspto-grants-2013_02 |