Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2-Difluoro-4-nitrobenzene | HCID 123053 | — |
| Reactant | 4,4-dimethyl-1,4-azasilinane hydrochloride | HCID 67215837 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 89501539 | HCID 89501539 | 69.8% |
Reaction Steps
To a solution of 4 (500 mg, 3.85 mmol) in ethylacetate, triethylamine (973 mg, 9.63 mmol) is added and stirred at 25° C. for 10 min. The reaction mixture is cooled to 0° C. and 3,4-difluoronitrobenzene (612 mg, 3.85 mmol) is added dropwise and allowed to stir at 25° C. for 6 h. Water is then added and the organic layer is separated. The aqueous layer is extracted with EtOAc and the solvent is removed. The product is purified by column chromatography using hexanes-EtOAc mixtures to obtain the product as a crystalline yellow solid 9 (721 mg) in 70% isolated yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09233989B2 |
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| Source dataset | uspto-grants-2016_01 |
|---|
| ORD ID | ord-1e2f53a0aac94e0a8a660d88714bea0e |
|---|
| Source note | uspto-grants-2016_01 |
|---|
