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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 607078Generated: October 31, 2026

Hexane → HCID 57704773, compound

https://huagongshe.com/reaction/607078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantEthyl AcetateHCID 8857—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 57704811HCID 57704811—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57704773HCID 57704773—

Reaction Steps

To a solution of the title compound from Step G (0.016 g, 0.0188 mmol) in dioxane (2 ml) at room temperature, an aqueous solution of LiOH.H2O (0.007 g, 0.16 mmol) (1 ml) was added. The mixture was stirred at room temperature for 5 h. TLC (EtOAc:hexane/2:8) showed no starting material. The solvent was removed. 1N HCl (1 ml) was added. The mixture was extracted with EtOAc (3×15 ml). The combined EtOAc layers were dried over sodium sulfate. The title compound was obtained by preparative reverse phase HPLC. 1H NMR (CDCl3, 500 MHz): δ2:1 mixture of atropisomers 8.21 (s, 1H), 8.01 (s, 1H), 7.94 (d, J=7.5 Hz, 1H), 7.89 (s, 1H), 7.72 (s, 1H), 7.69 (s, 1H), 7.66 (d, J=7.5 Hz, 1H), 7.45 (m, 1H), 7.37 (m, 1H), 7.14 (m, 1H), 7.00 (m, 1H), 5.60 (d, J=8 Hz, 0.66H), 5.54 (d, J=8 Hz, 0.33H), 4.82 (d, J=7.5 Hz, 0.33H), 4.79 (d, J=8 Hz, 0.66H), 3.99 (d, J=10 Hz, 0.33H), 3.96 (d, J=9.5 Hz, 0.66H), 3.91 (m, 1H), 3.90 (s, 2H), 3.86 (s, 1H), 2.42 (s, 1H), 2.41 (s, 2H), 0.60 (d, J=7 Hz, 1H), 0.55 (d, J=6.5 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915271B2
Source datasetuspto-grants-2011_03
ORD IDord-a181ef4c1efb4cdcaee6b47473361c49
Source noteuspto-grants-2011_03