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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919620Generated: October 30, 2026

Water → HCID 54589357, compound

https://huagongshe.com/reaction/1919620

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantCalcium ChlorideHCID 5284359—
ReactantEthyl 2-(6-fluoro-1-hydroxy-1-indanyl)acetateHCID 23293626—
SolventTolueneHCID 1140—
ProductHCID 54589357HCID 5458935721.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168656B2
Source datasetuspto-grants-2012_05
ORD IDord-0f664a36b4fd42aaa9ba9ba069778d6b
Source noteuspto-grants-2012_05