HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(benzyloxy)-1H-indole → (6-Benzyloxy-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(benzyloxy)-1H-indole | HCID 260804 | — |
| Reactant | 2,2,3,3-Tetramethylcyclopropane-1-carbonyl chloride | HCID 11041002 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (6-Benzyloxy-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone | HCID 24823780 | 64.4% |
Reaction Steps
A mixture of 6-benzyloxyindole (Lancaster, 2.0 g, 9.0 mmol), ethylmagnesium bromide (1.0 M solution in THF, 11 mL, 11 mmol), zinc chloride (1.0 M solution in Et2O, 11 mL, 11 mmol) and the product of Example 1A (13.4 mmol) in 30 mL of dichloromethane was processed as described in Example 1B to provide the title compound (2.0 g, 5.8 mmol, 64% yield). MS (DCI/NH3) m/z 348 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560481B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-0200d6e4d77a485a8470521c8d7eb478 |
| Source note | uspto-grants-2009_07 |