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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412813Generated: October 28, 2026

1-Bromo-3,4-(methylenedioxy)benzene → HCID 18539333, compound

https://huagongshe.com/reaction/412813

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3,4-(methylenedioxy)benzeneHCID 75831—
ReactantPotassium FluorideHCID 522689—
Reactant2-Methylphenyl boronic acidHCID 2733267—
SolventTolueneHCID 1140—
ProductHCID 18539333HCID 18539333100.7%

Reaction Steps

4-Bromo-1,2-(methylenedioxy)benzene (201 mg, 1.02 mmol) reacted with 2-methylphenylboronic acid (150 mg, 1.10 mmol) using 1 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and KF (116 mg, 2.00 mmol) in toluene at room temperature for 3 h to give the title compound (218 mg, 99%): 1H-NMR (300 MHz, CDCl3): δ 7.31-7.27 (m, 4H), 6.94-6.82 (m, 3H), 6.04 (s, 2H), 2.35 (s, 3H). 13C{1H}-NMR (125 MHz, CDCl3): δ 147.24, 146.39, 141.52, 135.84, 135.42, 130.26, 129.79, 127.10, 125.69, 122.44, 109.76, 107.98, 100.95, 20.45. GC/MS(EI): m/z 212 (M+), 181, 153. Anal. Calcd for C14H12O2: C, 79.23; H, 5.70. Found: C, 79.36; H, 5.73.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562989B2
Source datasetuspto-grants-2003_05
ORD IDord-f7f114f44f33406d8e1609756ccb5cf2
Source noteuspto-grants-2003_05