HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aluminium lithium hydride → 4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 4-Chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methoxy-methyl-amide | HCID 58082843 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-chloro-1-(difluoromethyl)-1H-pyrazole-3-carbaldehyde | HCID 57497168 | 57.8% |
Reaction Steps
To a solution of 4-chloro-1-difluoromethyl-1H-pyrazole-3-carboxylic acid methoxy-methyl-amide (164 mg, 0.68 mmol) in tetrahydrofuran (5 ml) was added at 0° C. a solution of lithium aluminiumhydride (1M in tetrahydrofuran, 0.35 ml) and stirring was continued for 30 minutes. The mixture was quenched at −15° C. with a saturated aqueous solution of potassium hydrogensulphate and extracted with diethyl ether. The organic layer was dried, evaporated and the residue purified by chromatography on silica gel using cyclohexane/ethyl acetate (4:1) as the eluent to give the title compound (71 mg) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785436B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-59a228720faf49a5a4114db711b9083a |
| Source note | uspto-grants-2014_07 |