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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036466Generated: October 31, 2026

Methanol → HCID 178445744, compound

https://huagongshe.com/reaction/1036466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 178500093HCID 178500093—
ProductHCID 178445744HCID 17844574473.3%

Reaction Steps

A 2 M solution of lithium hydroxide, monohydrate in water (1.00 mL, 2.00 mmol) was added to a solution of 4-[6-(trans-4-tert-butyl-cyclohexyloxy)-5-trifluoromethyl-naphthalen-2-yl]-4-nitro-butyric acid methyl ester (0.114 g, 0.230 mmol) in methanol (1.00 mL, 24.7 mmol) and tetrahydrofuran (1.00 mL, 12.3 mmol). The mixture was stirred at room temperate. After 2 h, HPLC analysis showed that the reaction was complete. The mixture was concentrated to dryness under reduced pressure then dissolved in methylene chloride and partitioned between 1N HCl aqueous solution. The organic phase was then dried over MgSO4, filtered, concentrated and purified by flash chromatography (0-5% MeOH in methylene chloride) to give 81.2 mg of the title compound (73% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546359B2
Source datasetuspto-grants-2013_10
ORD IDord-f4f7c02384bf479fb07ef4195bcedcc3
Source noteuspto-grants-2013_10