HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylpropanolamine → (3-{2-[((1S,2R)-2-Hydroxy-1-methyl-2-phenyl-ethylamino)-methyl]-4-trifluoromethyl-phenoxy}-phenyl)-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylpropanolamine | HCID 10297 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | [3-(2-Formyl-4-trifluoromethyl-phenoxy)-phenyl]-acetic acid | HCID 58237662 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (3-{2-[((1S,2R)-2-Hydroxy-1-methyl-2-phenyl-ethylamino)-methyl]-4-trifluoromethyl-phenoxy}-phenyl)-acetic acid | HCID 58237447 | 88.2% |
Reaction Steps
[3-(2-Formyl-4-trifluoromethyl-phenoxy)-phenyl]-acetic acid (0.12 g, 0.37 mmol), (1R,2S)-(−)-norephedrine (0.056 g, 0.37 mmol), and sodium triacetoxyborohydride (0.12 g, 0.56 mmol) were combined in CH2Cl2 (10 mL) and stirred for 2 hours. After work-up, 0.15 g of the desired product was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242145B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-de62ebe286ac493f984702b20034964a |
| Source note | uspto-grants-2012_08 |