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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906882Generated: October 30, 2026

Methanol → HCID 67032996, compound

https://huagongshe.com/reaction/906882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBinap, (A+-)-HCID 634876—
Reactant3,4-Difluorobenzeneboronic acidHCID 2734337—
Reactant(1-Benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanoneHCID 57576371—
SolventWaterHCID 962—
ProductHCID 67032996HCID 6703299640%

Reaction Conditions

Temperature55 °C

Reaction Steps

A two necked flask was charged under argon with rhodium(acac)bis ethylene (0.239 g, 0.05 eq.), (R)-BINAP (0.575 g, 0.05 eq.) and 3,4-difluoro-phenylboronic acid (7.3 g, 2.5 eq.). 400 mL of MeOH and 40 mL of H2O were added followed by 1-(1-benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanone (3.72 g). The reaction mixture was heated at 55° C. for 8 hours, cooled down to RT and concentrated under vacuo. Purification by flash chromatography (SiO2, EtOAc/Heptane 2/1) afforded 2.31 g (40%) of the title product as a light yellow oil. ES-MS m/e: 316.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012998B2
Source datasetuspto-grants-2011_09
ORD IDord-7c0bf923c1034dd58f9904f165a572ef
Source noteuspto-grants-2011_09