HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 69184067, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 59840616 | HCID 59840616 | — |
| Solvent | 2-Methyltetrahydrofuran | HCID 7301 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69184067 | HCID 69184067 | 97.3% |
Reaction Steps
To a solution of ethyl 2-[4-(trifluoromethoxy)phenyl]-1,3-thiazole-4-carboxylate (71 mg, 0.224 mmol) in 2-MeTHF (1 mL) was added 2M LiBH4 (0.224 mL, 0.448 mmol) in THF slowly at RT. After 90 min the mixture was quenched by the addition of 2M NaOH (0.6 mL, 1.200 mmole). The mixture was stirred for 4 hr then diluted with EtOAc, filtered through a pad of Celite and concentrated to give the title compound (60 mg, 97%). 1H NMR (400 MHz, CDCl3): δ 8.00-7.96 (m, 2 H); 7.31-7.25 (m, 2 H); 7.21 (s, 1 H); 4.84 (d, J=5.6 Hz, 2 H); 2.29-2.22 (m, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102673B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-da15299508d1461cbed3847fa7d1de1d |
| Source note | uspto-grants-2015_08 |