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 | 95.3% |
Reaction Steps
12.73 ml (12.73 mmol) of a 1 M solution of lithium aluminium hydride in THF are added dropwise to a solution of 6.24 g (21.21 mmol) of ethyl 4′-trifluoromethylbiphenyl-4-carboxylate in 60 ml of dry THF at 0° C. After reaction is complete, saturated ammonium chloride solution is added to the mixture, which is taken up in ethyl acetate, and the organic phase is separated off and dried over sodium sulphate. After filtration, the solvent is removed in vacuo. The resulting crude product is purified by flash chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 5:1). 5.1 g (20.21 mmol, 95% yield) of a colourless solid are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609727B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-ef6e18355bee42b1a89274964ea39518 |
| Source note | uspto-grants-2013_12 |