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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 522707Generated: October 27, 2026

Isopropenyl chloroformate → Prop-1-en-2-yl 2-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate

https://huagongshe.com/reaction/522707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropenyl chloroformateHCID 93846—
Reactant2-Fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 69036548—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
ProductProp-1-en-2-yl 2-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamateHCID 86697010100%

Reaction Steps

Add 2-fluoro-4-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (5.0 g, 19.91 mmol) and isopropenyl chloroformate (2.40 mL, 21.90 mmol) in EtOAc (60 mL) and saturated aqueous NaHCO3 (60 mL) and stir at RT for 6 h. Separate the layers, extract the aqueous layer with EtOAc (2×), wash the combined organics with brine, dry over Na2SO4 and concentrate to obtain the title compound. Use for the next reaction without further purification (assuming 100% yield). MS (m/z): 336.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09334267B2
Source datasetuspto-grants-2016_05
ORD IDord-41ca15f6015b4d359abbdc18e87f42e8
Source noteuspto-grants-2016_05