HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(1-Acetyl-6-benzyloxy-3-methyl-1H-indol-5-yl)-2-bromo-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(1-acetyl-6-benzyloxy-3-methyl-1H-indol-5-yl)-2,2-dibromo-ethanone | HCID 57934826 | — |
| Reactant | HCID 178476833 | HCID 178476833 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(1-Acetyl-6-benzyloxy-3-methyl-1H-indol-5-yl)-2-bromo-ethanone | HCID 57934842 | 11.1% |
Reaction Steps
The crude product 1-(1-acetyl-6-benzyloxy-3-methyl-1H-indol-5-yl)-2,2-dibromo-ethanone (0.42 g, 0.88 mmol) was suspended in THF (4 ml), followed by the addition of triethylamine (0.12 ml, 0.89 mmol) and (EtO)2P(O)H (0.137 ml, 0.88 mmol). After stirring overnight at room temperature, the reaction was diluted with EtOAc, washed with H2O, brine and dried over MgSO4. The solvent was removed in vacuo and the crude product purified by column chromatography in hexane/EtOAc (1:1) to give the product (0.039 g, 11%). LC/MS: RT=2.830 min. 400/402 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612201B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-c3bd33ea8e0c4fb5897e765f8b685acf |
| Source note | uspto-grants-2009_11 |