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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2215207Generated: October 31, 2026

Tetrahydrofuran → 2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethanol

https://huagongshe.com/reaction/2215207

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant(2-Cyclohexyl-5-methyl-oxazol-4-yl)-acetic acidHCID 10857080—
SolventMethanolHCID 887—
Product2-(2-Cyclohexyl-5-methyl-oxazol-4-yl)-ethanolHCID 1085672673%

Reaction Conditions

Temperature50 °C

Reaction Steps

1.920 g of the above prepared (2-cyclohexyl-5-methyl-oxazol-4-yl)-acetic acid (8.60 mmol) was dissolved in 56 ml of abs. THF and treated at 0° C. with 21.5 ml of 1M BH3THF (2.5 eq.). The reaction mixture was then kept over weekend at ambient temperature. 3.5 ml of MeOH was added and the mixture stirred for 3 h at ambient temperature and for 3 h at 50° C. to liberate the free alcohol. Removing of the solvents i. V., followed by flash chromatography (SiO2, hexane/AcOEt=4/6) yielded finally 1.314 g of the title compound as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109225B2
Source datasetuspto-grants-2006_09
ORD IDord-dd2d681717be4f00bd6b834d8c247d5e
Source noteuspto-grants-2006_09