HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(2-Methyl-4'-trifluoromethyl-biphenyl-4-yl)-heptan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | 2-Methyl-4'-trifluoromethyl-biphenyl-4-carboxylic acid methoxy-methyl-amide | HCID 86620362 | — |
| Reactant | HCID 178444609 | HCID 178444609 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(2-Methyl-4'-trifluoromethyl-biphenyl-4-yl)-heptan-1-one | HCID 59729399 | 83% |
Reaction Steps
Dissolve 2-methyl-4′-trifluoromethyl-biphenyl-4-carboxylic acid methoxy-methyl-amide (0.58 g, 1.8 mmol) in tetrahydro-furan (10 mL). Add hexyl magnesium bromide (2.0M ethyl ether, 2.69 mL, 5.39 mmol) at 0° C. under inert atmosphere and stir 1.5 hours. Quench reaction with saturated solution of ammonium chloride, dilute with ethyl acetate. Wash organic phase with water then saturated sodium chloride solution. Dry organic fraction with Na2SO4, filter and concentrate under reduced pressure. Purify on silica gel chromatography (0-30% Ethyl acetate/hexanes gradient) to provide 0.518 g of title compound (83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07989457B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-cc800b26b6a7450a8146eaf9abcb7e48 |
| Source note | uspto-grants-2011_08 |