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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482092Generated: October 31, 2026

(S)-2-Bromo-1,5-difluoro-3-(pent-4-en-2-yloxy)benzene → (S)-2-(2,4-Difluoro-6-(pent-4-en-2-yloxy)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

https://huagongshe.com/reaction/1482092

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-Bromo-1,5-difluoro-3-(pent-4-en-2-yloxy)benzeneHCID 118308799—
Reactant(S)-2-(4,5-difluoro-2-(pent-4-en-2-yloxy)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dioneHCID 131736668—
Product(S)-2-(2,4-Difluoro-6-(pent-4-en-2-yloxy)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dioneHCID 13173667058%

Reaction Steps

Prepared from (S)-2-bromo-1,5-difluoro-3-(pent-4-en-2-yloxy)benzene in 58% yield following the same procedure as (S)-2-(4,5-difluoro-2-(pent-4-en-2-yloxy)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione. 1H NMR (400 MHz, DMSO-d6) 6.84 (d, J=11.5 Hz, 1H), 6.67-6.59 (m, 1H), 5.89-5.78 (m, 1H), 5.16-5.02 (m, 2H), 4.71-4.60 (m, 1H), 4.35 (dd, J=17.2, 5.6 Hz, 2H), 4.05-3.92 (m, 2H), 2.65 (s, 3H), 2.46-2.36 (m, 1H), 2.25 (dt, J=14.3, 6.9 Hz, 1H), 1.17 (d, J=6.0 Hz, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409922B2
Source datasetuspto-grants-2016_08
ORD IDord-7e71b3aa4ea247a59089183206165b26
Source noteuspto-grants-2016_08