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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2238680Generated: October 29, 2026

Tetrahydrofuran → HCID 59861741, compound

https://huagongshe.com/reaction/2238680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
ReactantPotassium vinyltrifluoroborateHCID 23679353—
Reactant(S)-tert-Butyl (1-(4-bromophenyl)ethyl)carbamateHCID 56973617—
CatalystHCID 178418476HCID 178418476—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 59861741HCID 5986174158.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

The mixture of 50 mg of the t-butyl[(1S)-1-(4-bromophenyl)ethyl]carbamate [106-1], 223.4 mg of dichlorobis(triphenylphosphine)palladium (II), 31.2 mg of potassium vinyltrifluoroborate, 27.9 μL of triethylamine, 0.5 mL of tetrahydrofuran, and 0.5 mL of methanol, was stirred overnight at 100° C. The reaction mixture was cooled back to room temperature, water was added thereto, and was extracted with chloroform. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and the obtained residue was purified by preparative thin-layer chromatography, to obtain 24.2 mg of t-butyl[(1S)-1-(4-vinylphenyl)ethyl]carbamate [152-1] as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07718801B2
Source datasetuspto-grants-2010_05
ORD IDord-1ace8cb7b7014fd4bec3e7dfede0e17d
Source noteuspto-grants-2010_05