Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Ethyl 5-(phenylmethoxy)-1H-indole-2-carboxylate | HCID 95721 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22676785 | HCID 22676785 | 98% |
Reaction Steps
A solution of N-bromosuccinimide (7.83 g, 44.0 mmol) in N,N-dimethylformamide (30 mL) was added dropwise (40 min) to a cooled (0 ° C.) and stirred solution of ethyl 5-(benzyloxy)-1H-indole-2-carboxylate (10.0 g, 39.2 mmol) in N,N-dimethylformamide (20 mL). The cold bath was removed and stirring was continued for an additional 1.5 h. The reaction was poured over ice water (600 mL) and the resulting precipitate was collected by vacuum filtration. The precipitate was washed with water and dried to give 12.9 g (98%) of crude product. This material was used in the next reaction without further purification or analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06787651B2 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-8660644fd1e04f81a1ccacfaed201257 |
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| Source note | uspto-grants-2004_09 |
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