Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 59363823 | HCID 59363823 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59363821 | HCID 59363821 | 33.6% |
Reaction Steps
To a solution of 2-Methyl-2-{3-[2-(4-trifluoromethyl-phenyl)-ethylamino]-phenoxy}-propionic acid ethyl ester (0.24 g, 0.608 mmol) in THF (15 ml) was added a solution of LiOH (0.127 g, 3.03 mmol) in water (3.4 ml) and stirred at r.t. for 18 h. After evaporation of the solvent, the residue was diluted with ethyl acetate (100 ml); cool to 0° C., acidified with 1N HCl (pH˜3-4). The organic phase were washed with, brine (20 ml) and dried over Na2SO4 and concentrated to get 2-Methyl-2-{3-[2-(4-trifluoromethyl-phenyl)-ethylamino]-phenoxy}-propionic acid (0.075 g, 33%). 1H NMR (400 MHz, CDCl3): δ 1.588 (s, 6H), 2.97 (t, J=6.8 Hz, 2H), 3.41 (t, J=6.8 Hz, 2H), 6.22 (s, 1H), 6.30 (d, J=8.4 Hz, 1H), 6.37 (d, J=8 Hz, 1H), 7.08 (t, J=8.0 Hz, 1H), 7.32 (d, J=8 Hz, 2H), 7.57 (d, J=7.6 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08940900B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-35531a7b7cb242bcbd99da939a44a79d |
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| Source note | uspto-grants-2015_01 |
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