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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924951Generated: October 31, 2026

Water → HCID 86669348, compound

https://huagongshe.com/reaction/924951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 62735316HCID 62735316—
SolventDimethylformamideHCID 6228—
ProductHCID 86669348HCID 8666934894.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

The mixture of 2-(3-bromophenyl)-N-methoxy-N-methylacetamide (2.0 g, 7.7 mmol), phenylboronic acid (1.42 g, 11.6 mmol), 1-1′-bis(diphenylphosphino)derrocene palladium dichloride (500 mg, 0.77 mmol), and saturated aqueous sodium carbonate solution (1 mL) in N,N-dimethylformamide (20 mL) was heated at 80° C. under N2 overnight. The mixture was poured into water, extracted with EA, dried over Na2SO4, concentrated in vacuo, and purified by column chromatography (PE:EtOAc=30:1-10:1) to afford 2-(biphenyl-3-yl)-N-methoxy-N-methylacetamide (1.8 g, yield 94.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09283229B2
Source datasetuspto-grants-2016_03
ORD IDord-c7e2d5c2629d40e4ab2b21c4b9569876
Source noteuspto-grants-2016_03