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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102236Generated: October 31, 2026

Methanol → HCID 67335518, compound

https://huagongshe.com/reaction/2102236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 68983278HCID 68983278—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67335518HCID 67335518—

Reaction Steps

To a solution of the intermediate from step C (Isomer A, 0.99 g, 2.13 mmol) in THF (30 mL) was added methanol (10 mL) followed by sodium hydroxide solution (2N, 2 mL, 4 mmol). The reaction was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo to remove the organic solvents. The residue was acidified with 1N HCl until the pH was less than 2. The resulting solution was extracted with ethyl acetate (3×) dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give the title compound as a white solid. This material was used in the next step without any further purification. 1H NMR (DMSO, 500 MHz): δ 7.89(d, J=8.2 Hz, 2H), 7.88(d, J=1.8 Hz, 2H), 7.55(d, J=1.9 Hz, 1H), 7.38(d, J=8.7 Hz, 2H), 7.15(d, J=8.3 Hz, 2H), 7.11(s, 1H), 7.04(d, J=8.7 Hz, 2H), 5.5(s, 2H), 3.79(s, 3H). LC-MS: 2.69 min. (M+H)=453.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572922B2
Source datasetuspto-grants-2009_08
ORD IDord-641f4d83e2d845a18536cc081f05249e
Source noteuspto-grants-2009_08