Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloro-4-hydroxybenzonitrile | HCID 592797 | — |
| Reactant | 2'-Chloro-4'-fluoroacetophenone | HCID 2736507 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 66697112 | HCID 66697112 | — |
Reaction Steps
To a solution 2-chloro-4-hydroxybenzonitrile (CAS Reg. No. 3336-16-1, 1 g), 2-chloro-4-fluoroacetophenone (CAS Reg. No. 700-35-6, 1.12 g) in DMA (10 ml) was added K2CO3 (1.08 g). The mixture is heated to 110° C. for 2 h and at 130° C. for 1 h. Water was added and the mixture was extracted with EtOAc. The combined organic layers were dried over Na2SO4 and then concentrated to an oil. The residue was purified by flash chromatography (SiO2, 0 to 30% EtOAc/heptane) to give the title compound (780 mg) as light yellow oil. MS (m/e)=306.0 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450313B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-ba992f8e9fc24a44bbe75389fdcbd955 |
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| Source note | uspto-grants-2013_05 |
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