Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 3,4-Difluorobenzeneboronic acid | HCID 2734337 | — |
| Reactant | (1-Benzyl-2,5-dihydro-1H-pyrrol-3-yl)-ethanone | HCID 57576371 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67032996 | HCID 67032996 | 40% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08012998B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-7c0bf923c1034dd58f9904f165a572ef |
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| Source note | uspto-grants-2011_09 |
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