HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → HCID 66649821, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 86625198 | HCID 86625198 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66649821 | HCID 66649821 | 94% |
Reaction Steps
To N-(2-(ethyloxy)-4-{1-[2-(methylsulfonyl)ethyl]-4-piperidinyl}phenyl)-2,2,2-trifluoroacetamide (1.4 g, 3.3 mmol) in THF (25 mL) and H2O (25 mL) was added LiOH (0.21 g, 5.0 mmol). The mixture was stirred for two h and then more LiOH (0.21 g, 5.0 mmol) was added. After stirring for one h, the product was extracted with EtOAc. The organic layer was dried (MgSO4), filtered and rotovaped to provided the title compound of step G as a colorless oil (1.0 g, 3.1 mmol, 94%). 1H NMR (400 MHz, DMSO-d6) δ 6.66-6.56 (m, 3H), 4.02 (q, J=7.0 Hz, 2H), 3.15 (t, J=6.6 Hz, 2H), 3.03 (s, 3H), 2.99 (d, J=11.5 Hz, 2H), 2.88 (t, J=6.6 Hz, 2H), 2.42-2.32 (m, 1H), 2.13 (dd, J=11.9, 11.7 Hz, 2H), 1.82 (d, J=13.0 Hz, 2H), 1.70-1.58 (m, 2H), 1.39 (t, J=7.0 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093239B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-53f7f77034604b82bc168e87ecffbc4e |
| Source note | uspto-grants-2012_01 |