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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475510Generated: October 31, 2026

HCID 23135143, compound → HCID 178458131, compound

https://huagongshe.com/reaction/475510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 23135143HCID 23135143—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 178458131HCID 178458131—

Reaction Steps

To a solution of the intermediate from step B (26 mg, 0.08 mmol) in DMSO (0.6 mL) was added potassium-t-butoxide (0.6 mL, 0.6 mmol, 1.0 M in THF). Oxygen gas was bubbled through the reaction mixture for 15 minutes. The reaction was quenched with HCl (3 mL, 3N). The resulting mixture was extracted with ethyl acetate (5×) dried over anhydrous Na2SO4 filtered and concentrated in vacuo. The residue was purified by reverse phase HPLC to afford the title compound. 1H NMR (CDCl3) δ 4.80 (m, 1H), 3.51 (m, 2H), 3.24 (dd, J=6.8, 15.5 Hz, 1H), 3.18 (dd, J=6.9, 16.0 Hz, 1H), 2.85 (dd, J=4.1, 15.6 Hz, 1H), 2.79 (dd, J=4.4, 16.1 Hz, 1H), 1.62 (m, 2H), 0.96 (t, J=7.6 Hz, 3H). LC-MS: 2.15 min; (M+H)=235.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637555B2
Source datasetuspto-grants-2014_01
ORD IDord-b041a70ca341465c8ea498249d7a080c
Source noteuspto-grants-2014_01