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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951047Generated: November 3, 2026

Ethyl Acetate → HCID 58923357, compound

https://huagongshe.com/reaction/1951047

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
ReactantHCID 58923398HCID 58923398—
SolventDimethylformamideHCID 6228—
ProductHCID 58923357HCID 589233577%

Reaction Conditions

Temperature75 °C

Reaction Steps

Sodium hydride (24 mg, 1.0 mmol, 60%) was added to a solution of a compound of Example 24 (168 Mg, 0.50 mmol) in DMF (2 mL), then the mixture was heated at 75° C. for 4 h. The reaction was cooled to 22° C., and EtOAc (70 mL) was added to produce a yellow precipitate. The precipitate was filtered and dried to yield 10 mg (7%) of 5-fluoro-1-hydroxy-3-morpholin-4-yl-xanthen-9-one. 1H NMR (CDCl3, 400 MHz) δ: 12.59 (s, 1H), 7.95 (d, 1H), 7.75 (m, 1H), 7.40 (m, 1H), 6.60 (s, 1H), 6.38 (s, 1H), 3.65-3.63 (m, 4H), 3.40-3.38 (m, 4H). LRMS (APCI, positive): 316.3 (m+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404681B2
Source datasetuspto-grants-2013_03
ORD IDord-380b5934bcc54df79bea223002b1a9d7
Source noteuspto-grants-2013_03