Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 906899Generated: October 30, 2026

Methanol → HCID 67131378, compound

https://huagongshe.com/reaction/906899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantBinap, (A+-)-HCID 634876—
Reactant(1-Benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanoneHCID 57576371—
SolventWaterHCID 962—
ProductHCID 67131378HCID 6713137810%

Reaction Conditions

Temperature60 °C

Reaction Steps

A two necked flask was charged under argon with rhodium(acac)bis ethylene (185 mg, 0.05 eq.), (R)-BINAP (442 mg, 0.05 eq.) and 4-fluoro-phenylboronic acid (4.87 g, 2.5 eq.). 300 mL of MeOH and 30 mL of H2O were added followed by 1-(1-benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanone (2.8 g). The reaction mixture was heated at 60° C. for 8 hours, cooled down to RT and concentrated under vacuo. Purification by flash chromatography (SiO2, EtOAc/Heptane 2/1) afforded 0.40 g (10%) of the title product as a light yellow oil. ES-MS m/e: 298.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012998B2
Source datasetuspto-grants-2011_09
ORD IDord-5e24f197770145289c216b4318983b49
Source noteuspto-grants-2011_09