HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 86588618, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 22032974 | HCID 22032974 | — |
| Product | HCID 86588618 | HCID 86588618 | 61% |
Reaction Steps
Ethyl {1-benzyl-7-[4-(trifluoromethoxy)phenyl]-1H-indol-3-yl}(oxo)acetate was prepared from 1-benzyl-7-[4-(trifluoromethoxy)phenyl]-1H-indole (0.421 g, 1.15 mmol), oxalyl chloride (0.60 mL, 6.9 mmol), and ethanol (3 mL) following the procedure described in Step 3 of Example 1. Purification by flash chromatography (Biotage apparatus) using 3-7.5% ethyl acetate in hexane as an eluant yielded the title compound as a yellow gum (0.328 g, 61%). 1HNMR (300 MHz, DMSO-d6): δ 8.7 (s, 1H), 8.35 (d, 1H, J=7.7 Hz), 7.35 (t, 1H, J=7.7 Hz), 7.0-7.3 (m, 8H), 6.3 (d, 2H, J=7.7 Hz), 5.25 (s, 2H), 4.35 (q, 2H, J=7.4 Hz), and 1.35 ppm (t, 3H, J=7.3 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07368471B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-97e21dcf3e3046f080596bb95f1dba8f |
| Source note | uspto-grants-2008_05 |