HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 5-(2-Bromoacetyl)-2-fluorobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | 3'-Cyano-4'-fluoroacetophenone | HCID 22458389 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(2-Bromoacetyl)-2-fluorobenzonitrile | HCID 86727044 | — |
Reaction Steps
A solution of 5-acetyl-2-fluorobenzonitrile (20.0 g, 0.123 mol) in 500 mL of DCM was heated to reflux for 2 h, and then a solution of bromine in 300 mL DCM was added dropwise into the boiling mixture. The reaction mixture was heated to reflux and stirred under N2 protection overnight. The reaction mixture was washed with water and extracted with DCM. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuum. The residue was purified via silica gel column chromatography to give 5-(bromoacetyl)-2-fluorobenzonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09206199B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-48e71efd8a194b449e70acd486dc8421 |
| Source note | uspto-grants-2015_12 |