HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54589357, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Calcium Chloride | HCID 5284359 | — |
| Reactant | Ethyl 2-(6-fluoro-1-hydroxy-1-indanyl)acetate | HCID 23293626 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 54589357 | HCID 54589357 | 21.4% |
Reaction Steps
The crude (6-Fluoro-1-hydroxy-indan-1-yl)-acetic acid ethyl ester (Compound G in FIG. 7; 3.55 g), p-toluene sulfonic acid.H2O (PTSA; 5.67 g, 29.8 mmol), and CaCl2 (4.13 g, 37.2 mmol) in toluene (66 mL) were refluxed overnight. The solution was filtered and the solid residue washed with benzene. The combined organics were washed with water, NaHCO3, water, dried (MgSO4), filtered, and concentrated in vacuo. Purification using flash chromatography (13:1 hexane/EtOAc) afforded the title compound (Compound H in FIG. 7) as an orange solid (0.703 g). 1H NMR (CDCl3) δ 7.25 (m, 2H), 7.06 (m, 1H), 6.25 (d, J=2.3 Hz, 1H), 4.24 (q, J=7.0 Hz, 2H), 3.32 (s, 2H), 3.03 (s, 2H), 1.33 (t, J=7.1 Hz, 3H); ESI-CID 221 (M-H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168656B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-0f664a36b4fd42aaa9ba9ba069778d6b |
| Source note | uspto-grants-2012_05 |