Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | 3,3,3-Trifluoro-2-hydroxy-2-methylpropanoic acid | HCID 2775125 | — |
| Reactant | HCID 22483000 | HCID 22483000 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 12993946 | HCID 12993946 | — |
Reaction Steps
A solution of 2,46 g (15.56 mmol) of racemic 3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid dissolved in a mixed solvent of 20.82 g of water and 16.65 g of 2-propanol at 55° C. was added at 55° C. to a solution of 2.80 g (7.85 mmol) of ()-N-(4-phenylbenzyl)-2,4-dichloro-α-methylbenzylamine in a mixed solvent of 20.78 g of water and 16.62 g of 2-propanol and the resulting solution was mixed under stirring. The solution was inoculated at 55° C. and then cooled to 25° C. under stirring over 1.5 hours and kept at the temperature for 2 hours. The precipitated crystals were collected by filtration and the collected crystals were washed with a mixed solvent of 2.50 g of water and 2.00 g of 2-propanol and dried to yield 2.75 g of (R)-N-(4-phenylbenzyl)-2,4-dichloro-α-methylbenzylamine salt of (S)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid with an optical purity of 97% ee.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06894190B2 |
|---|
| Source dataset | uspto-grants-2005_05 |
|---|
| ORD ID | ord-618d94cf35384946813e15ef1fed06f0 |
|---|
| Source note | uspto-grants-2005_05 |
|---|