HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Fluorobenzenesulfonimide → Methyl (3R)-3-(4-chlorophenyl)-3-cyclopropyl-2-fluoropropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Fluorobenzenesulfonimide | HCID 588007 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | Methyl(3R)-3-(4-chlorophenyl)-3-cyclopropylpropanoate | HCID 70125923 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl (3R)-3-(4-chlorophenyl)-3-cyclopropyl-2-fluoropropanoate | HCID 88160210 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a stirred solution of lithium diisopropyl amide (30 mmol) in dry tetrahydrofuran (125 ml) under nitrogen at −78° C. is added dropwise a solution of methyl (3R)-3-(4-chlorophenyl)-3-cyclopropylpropanoate (6.5 g, 27.2 mmol) in dry tetrahydrofuran (50 ml). The reaction mixture is allowed to warm to 0° over 5 minutes, re-cooled to −78° C., and N-fluorobenzenesulfonimide (19.1 g, 60.6 mmol) is added.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06770463B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-7cb6eeccfdf142ff92f2282a8200dc30 |
| Source note | uspto-grants-2004_08 |