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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591507Generated: October 30, 2026

Tetrahydrofuran → Methyl(4-cyclopropyl-6-hydroxy-1-benzothiophen-3-yl)acetate

https://huagongshe.com/reaction/591507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantMethyl(4-cyclopropyl-6-((triisopropylsilyl)oxy)-1-benzothiophen-3-yl)acetateHCID 131734522—
SolventWaterHCID 962—
ProductMethyl(4-cyclopropyl-6-hydroxy-1-benzothiophen-3-yl)acetateHCID 13173452386.2%

Reaction Steps

To a mixture of methyl(4-cyclopropyl-6-((triisopropylsilyl)oxy)-1-benzothiophen-3-yl)acetate (372 mg) and THF (2 mL) was added TBAF (1M in THF, 1.333 mL) at room temperature. The mixture was stirred at room temperature for 1 h. The mixture was poured into water at room temperature and extracted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (201 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238639B2
Source datasetuspto-grants-2016_01
ORD IDord-318f2eea7f5b440bb2f7ca5234f14ab0
Source noteuspto-grants-2016_01