HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(2-Bromo-4-fluorophenyl)-2,2-difluoroethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl difluoroacetate | HCID 9961 | — |
| Reactant | 2-Bromo-4-fluoro-1-iodobenzene | HCID 2773372 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-Bromo-4-fluorophenyl)-2,2-difluoroethan-1-one | HCID 57445075 | 64% |
Reaction Steps
Add n-BuLi (8.86 mL, 14.18 mmol) slowly to a solution of 2-bromo-4-fluoro-1-iodobenzene (4.27 g, 14.2 mmol) in THF (50 mL) at −100° C. over 15 min under N2. Stir the solution for 30 min. Add ethyl difluoroacetate (2.81 mL, 26.9 mmol) and stir for 3 h. Add an HCl (50 mL, 2 N) solution and warm the solution up to RT. Separate the organic layer, dry the organic layer over magnesium sulfate, and remove the solvent. Purify the residue by column chromatography (hexane:ethyl acetate/10:1) to give the title compound (2.3 g, 64%). MS (GC) m/z 252 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063035B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-2da8265ffca44b6193a090cd59854996 |
| Source note | uspto-grants-2011_11 |