HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(2,5-Difluorophenylamino)propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | N-(2,5-difluorophenyl)-3-hydroxypropionamide | HCID 68503422 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(2,5-Difluorophenylamino)propan-1-ol | HCID 61669027 | — |
Reaction Steps
A solution of 0.185 g of N-(2,5-difluorophenyl)-3-hydroxypropionamide in 3 ml of tetrahydrofuran is added dropwise at room temperature to a suspension of 0.074 g of lithium aluminium hydride in 6 ml of anhydrous tetrahydrofuran. The reaction mixture is stirred at room temperature over 12 hours and subsequently hydrolysed with 0.13 ml of water followed by 0.13 ml of 1M NaOH. The mixture is filtered through Hyflo and the filtrate is washed with 10 ml of brine. The organic phase is dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a yellow liquid from the residue by means of flash chromatography (SiO2 60F). Rf=0.28 (1:1 EtOAc-heptane); Rt=3.39.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790715B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-bd89073a105241a4b6684fa6cb7d29d0 |
| Source note | uspto-grants-2010_09 |