Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 17980115 | HCID 17980115 | — |
| Reactant | HCID 178418507 | HCID 178418507 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 17980125 | HCID 17980125 | — |
Reaction Steps
Combine 3-bromo-4-nitro-1-tert-butyldimethylsilyloxybenzene and dry THF. Cool to about −45° C. and then treat with vinylmagnesium bromide (1.2 eq.) over a few minutes. After about 45 minutes, pour the reaction mixture into saturated aq. NH4Cl, extract with ether, combined the organic extracts and extract with water, dry over Na2SO4 and concentrate. Purify to give 7-bromo-5-(tert-butyldimethylsilanyloxy)-1H-indole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07230011B2 |
|---|
| Source dataset | uspto-grants-2007_06 |
|---|
| ORD ID | ord-9fd35fda23cc4dc8a20c71467890914b |
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| Source note | uspto-grants-2007_06 |
|---|