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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869648Generated: October 31, 2026

Methanol → HCID 66672992, compound

https://huagongshe.com/reaction/1869648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 66672949HCID 66672949—
SolventWaterHCID 962—
ProductHCID 66672992HCID 66672992149.6%

Reaction Steps

To a solution of (2R)-1-acetoxy-2-acetylamino-2-methyl-4-[5-(5-phenylpent-1-ynyl)furan-2-yl]butane (0.2710 g, 0.69 mmol) obtained in Example (1a) in a mixed solvent of tetrahydrofuran (1.4 ml) and methanol (1.4 ml) were added successively water (1.4 ml) and lithium hydroxide monohydrate (0.2854 g, 6.80 mmol) with stirring, and the resulting mixture was stirred at 50° C. for 4 hours. After cooling, water was added to the reaction mixture, and the resulting mixture was extracted with dichloromethane. The extract was washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. After filtration, the solvent was removed in vacuo, and the residue was purified by chromatography on a basic silica gel column (NH type) using a mixed solvent of dichloromethane and methanol (100:1) as the eluent to afford the crude (2R)-2-amino-2-methyl-4-[5-(5-phenylpent-1-ynyl)furan-2-yl]butan-1-ol (0.2072 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07638551B2
Source datasetuspto-grants-2009_12
ORD IDord-fd7728bdd8934caf9afed6062c75ec3a
Source noteuspto-grants-2009_12