HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 24824338, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | 4-Fluoro-3,3-dimethyl-1,3-dihydro-2H-indol-2-one | HCID 24824336 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24824338 | HCID 24824338 | 87% |
Reaction Steps
4-Fluoro-3,3-dimethyl-1,3-dihydro-2H-indol-2-one (1 g, 22.9 mmol) was dissolved in dichloromethane (DCM) (50 mL) and acetic acid (2 mL) at room temperature. Bromine (0.386 mL, 7.5 mmol) was added and the solution allowed to stir 24 hours. The reaction mixture was poured into sodium thiosulfate solution, extracted with diethyl ether, the combined organic layers were dried over magnesium sulfate and evaporated. Trituration of the crude product with hexane gave 5-bromo-4-fluoro-3,3-dimethyl-1,3-dihydro-2H-indol-2-one (1.25 g, 87%): HRMS [M−H]− 255.9781
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07317037B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-8ade7d237a0345abaab32bf7cb50bfc6 |
| Source note | uspto-grants-2008_01 |