Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ether hydrochloride | HCID 10953452 | — |
| Reactant | 1h-Indole-1-carboxylic acid,7-bromo-2,3-dihydro-5-methoxy-,1,1-dimethylethyl ester | HCID 18629219 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 7-Bromo-5-methoxyindoline | HCID 18452818 | 85% |
Reaction Steps
To 1-(tert-butoxycarbonyl)-7-bromo-5-methoxyindoline (1.16 g) in methanol (28 mL) was added HCl/ether (1.0 M, 14.1 mL, 4 eq.). The reaction was heated at 55° C. for 4 hours and then cooled to room temperature. Water (25 mL) was added and the pH was adjusted to 9 with NaOH (1 N, aq.). The mixture was extrated with ether, which was washed with brine, dried over MgSO4, and concentrated to give 7-bromo-5-methoxyindoline (685 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06245769B1 |
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| Source dataset | uspto-grants-2001_06 |
|---|
| ORD ID | ord-4b642fc9e3104340befd9db225a6ebb6 |
|---|
| Source note | uspto-grants-2001_06 |
|---|
