HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (S)-alpha-Methylbenzylammonium (2R,3R)-3-[(aminophenyl)thio]-2-hydroxy-3-(4-methoxyphenyl) propionate | HCID 86750040 | — |
| Solvent | Water | HCID 962 | — |
| Product | (R-(R*,R*))-3-((o-Aminophenyl)thio)-3-(p-methoxyphenyl)lactic acid | HCID 6451870 | 80% |
Reaction Steps
Dissolve the (-)-salt 4 (42.85 g, 97.26 mmol) in boiling water (430 mL). Add hot 1N HCl (98 mL). Reflux for 1 min. Cool the mixture in an ice-water bath and stir vigourously to precipitate. Check (and adjust if necessary) the pH of the solution to 5.0 (pH meter). Collect the solid by filtration. Wash with water and dry in vacuo at 40° C. to obtain the title compound 5 (24.85 g, 80%). m.p. 175°-176° C. [α]D23 -362.8° (1.2 DMF).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05580867 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-91f5817949094ac49a86750469c7a62c |
| Source note | uspto-grants-1996_12 |