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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1437500Generated: November 2, 2026

Pyridine → HCID 136349114, compound

https://huagongshe.com/reaction/1437500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
Reactant7-Hydroxy-3,4-dihydrospiro[1-benzopyran-2,1'-cyclohexane]-4-oneHCID 12462879—
SolventMethanolHCID 887—
ProductHCID 136349114HCID 136349114—

Reaction Steps

The product from Example 16A (479 mg, 2.06 mmol), methoxylamine hydrochloride (275 mg, 3.29 mmol), and pyridine (0.36 mL, 4.45 mmol) were stirred in methanol (5 mL) at room temperature overnight. After this time, the solvent was evaporated in vacuo, and the residue was taken up in ethyl acetate and washed with 1N HCl and brine. The organic solution was dried over Na2SO4 and was evaporated in vacuo. Chromatography on silica gel (4:1 hexane-ethyl acetate, eluant) afforded the title compound as a colorless oil, 524 mg (97%). 1H NMR (300 MHz, DMSO-d6) δ 9.79 (br, 1H), 7.54 (d, J=8.8 Hz, 1H), 6.35 (m, 1H), 6.22 (m, 1H), 3.84 (s, 3H), 2.68 (s, 2H), 1.25-1.79 (m, 10H). MS (DCI+) m/z 262 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07622493B2
Source datasetuspto-grants-2009_11
ORD IDord-020a5590afe84984989a0af7e83a4eac
Source noteuspto-grants-2009_11