Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252413Generated: October 29, 2026

Methanol → 2-[8-(2-Methoxyethoxy)naphthalen-2-ylmethyl]-3-methylbutan-1-ol

https://huagongshe.com/reaction/252413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant2-[8-(2-Methoxyethoxy)naphthalen-2-ylmethyl]-3-methylbutyric acidHCID 66887910—
SolventTetrahydrofuranHCID 8028—
Product2-[8-(2-Methoxyethoxy)naphthalen-2-ylmethyl]-3-methylbutan-1-olHCID 66888467—

Reaction Conditions

Temperature0 °C

Reaction Steps

3 ml of borane-tetrahydrofuran complex (1M in tetrahydrofuran) are added dropwise at 0° C. to the solution of 0.32 g of 2-[8-(2-methoxyethoxy)naphthalen-2-ylmethyl]-3-methylbutyric acid in 2 ml of tetrahydrofuran. After 2 hours at room temperature, the reaction mixture is cooled to 0° C., admixed cautiously with 5 ml of methanol and subsequently stirred at room temperature for 1 hour. The reaction mixture is concentrated by evaporation—the residue is dissolved once again in methanol and concentrated by evaporation to dryness. The title compound is identified on the basis of the Rf value from the residue by means of flash chromatography (SiO2 60F).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868036B2
Source datasetuspto-grants-2011_01
ORD IDord-22f394face5f44b8bf62ce627bded2b0
Source noteuspto-grants-2011_01