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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777512Generated: November 2, 2026

Dichloromethane → HCID 67974355, compound

https://huagongshe.com/reaction/1777512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 4-(bromomethyl)benzoateHCID 256687—
Reactant3-Fluorophenylboronic acidHCID 2733986—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 67974355HCID 6797435585%

Reaction Steps

A mixture of methyl 4-(bromomethyl)benzoate (1.00 g; 4.36 mmol), 3-fluorophenylboronic acid (0.371 g; 4.80 mmol), N,N-diisopropylethylamine (1.5 mL; 8.73 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride, complex with dichloromethane (0.356 g; 0.436 mmol) in water (2 mL) and dimethoxyethane (6 mL) was irradiated in a microwave oven at 130° C. for 15 minutes. The resulting mixture was partitioned between water and ethyl acetate and the phases were separated. The organic layer was washed with water and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane) to yield 0.903 g (85%) of methyl 3-(3-fluorobenzyl)benzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266832B2
Source datasetuspto-grants-2016_02
ORD IDord-2dc7ef2a5ea14baba66ba77dfc8d3754
Source noteuspto-grants-2016_02