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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010886Generated: October 30, 2026

Dimethylformamide → HCID 59861741, compound

https://huagongshe.com/reaction/1010886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium CarbonateHCID 10340—
ReactantPotassium vinyltrifluoroborateHCID 23679353—
Reactant(S)-tert-Butyl (1-(4-bromophenyl)ethyl)carbamateHCID 56973617—
SolventWaterHCID 962—
ProductHCID 59861741HCID 5986174158.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 1.0 g of the compound [1-1], 892 mg of potassium vinyltrifluoroborate, 468 mg of dichlorobis(triphenylphosphine) palladium (II), 10 mL of 2.0M aqueous sodium carbonate solution, and 20 mL of N,N-dimethylformamide, was stirred overnight at 90° C. After standing to cool, water was added to the reaction solution, which was extracted with ethyl acetate. The resulting 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 resulting residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0-75/25), to obtain 485 mg of tert-butyl[(1S)-1-(4-vinylphenyl)ethyl]carbamate [5-1] (hereinafter, referred to as the compound [5-1]) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977336B2
Source datasetuspto-grants-2011_07
ORD IDord-9079e212e9cb4974ac0421f6079d8716
Source noteuspto-grants-2011_07