HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 86588619, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 22032970 | HCID 22032970 | — |
| Product | HCID 86588619 | HCID 86588619 | 55% |
Reaction Steps
Ethyl {1-benzyl-4-[4-(trifluoromethoxy)phenyl]-1H-indol-3-yl}(oxo)acetate was prepared from 1-benzyl-4-[4-(trifluoromethoxy)phenyl]-1H-indole (0.243 g, 0.661 mmol), oxalyl chloride (1.03 mL, 13.0 mmol), and ethanol (5 mL) according to the procedure described in Step 3 of Example 1. Purification was carried out by reverse phase HPLC using 22% water in acetonitrile as the mobile phase. Extraction with ethyl acetate, washing with brine, and evaporation to dryness afforded the title compound as a yellow gum (0.169 g, 55%). 1HNMR (300 MHz, DMSO-d6): δ 8.65 (s, 1H), 7.65 (d, 1H, J=7.5 Hz), 7.3-7.45 (m, 10H), 7.2 (d, 1H, J=7.5 Hz), 5.65 (s, 2H), 4.25 (q, 2H, J=7.3 Hz), and 1.35 ppm (t,3H, J=7.5 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368471B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-7a45830097e5474da503fc1a253f6e93 |
| Source note | uspto-grants-2008_05 |