HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → (4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 1,1'-Biphenyl-4-carboxylic acid,4'-(trifluoromethyl)-,ethyl ester | HCID 54762425 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (4'-(Trifluoromethyl)-[1,1'-biphenyl]-4-yl)methanol | HCID 22015014 | — |
Reaction Steps
12.7 ml (12.7 mmol) of a 1 M lithium aluminum hydride solution in THF are slowly added to a solution of 6.24 g (21.2 mmol) of ethyl 4′-trifluoromethylbiphenyl-4-carboxylate in 60 ml of dry THF at 0° C. After the reaction is complete, the mixture is hydrolyzed with saturated ammonium chloride solution and taken up in ethyl acetate, and the organic phase is separated off and dried over sodium sulfate. After filtration, the solvent is removed in vacuo. The resulting crude product is purified by flash chromatography on silica gel 60 (mobile phase: cyclohexane/ethyl acetate 5:1). 5.10 g (20.2 mmol, 95% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173704B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-e9fcdf766497464fbd7dcffcb1355419 |
| Source note | uspto-grants-2012_05 |