Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 3-Chloro-4-fluorophenylboronic Acid (contains varying amounts of Anhydride) | HCID 2734660 | — |
| Reactant | (1-Benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanone | HCID 57576371 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67131400 | HCID 67131400 | 22% |
Reaction Steps
A two necked flask was charged under argon with rhodium(acac)bis ethylene (31 mg, 0.05 eq.), (R)-BINAP (76 mg, 0.05 eq.) and 3-chloro-4-fluoro-phenylboronic acid (850 mg, 2.0 eq.). 60 mL of MeOH and 6.0 mL of H2O were added followed by 1-(1-benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanone. The reaction mixture was heated at 60° C. for 2 hours, cooled down to RT and concentrated under vacuo. Purification by flash chromatography (SiO2, EtOAc/Heptane 2/1) afforded 180 mg (22%) of the title product as a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08012998B2 |
|---|
| Source dataset | uspto-grants-2011_09 |
|---|
| ORD ID | ord-85d2ebde2c394e8d88aaf3bb8e55f70a |
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| Source note | uspto-grants-2011_09 |
|---|
