HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (1R,2S)-2-Amino-1-(3-methoxyphenyl)-1-propanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl ((1R,2S)-1-hydroxy-1-(3-methoxyphenyl)propan-2-yl)carbamate | HCID 59339845 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1R,2S)-2-Amino-1-(3-methoxyphenyl)-1-propanol | HCID 28743837 | — |
Reaction Steps
To a stirred solution of tert-butyl [(1S,2R)-2-hydroxy-2-(3-methoxyphenyl)-1-methylethyl]carbamate (317 mg, 1.13 mmol) in dichloromethane (3 ml) was added water (3 ml), and TFA (5 ml), so that a clear solution has been obtained. The mixture was stirred at r.t. for 1 h, than poured into water (30 ml). The aqueous layer was washed with dichloromethane (30 ml), and made alkaline (pH≈10) by addition of 10 N aqueous NaOH. Brine (20 ml) was added, and the solution was extracted with dichloromethane (3×30 ml). The extracts were dried with Na2SO4, and the solvent was removed under reduced pressure to afford the subtitle compound as colourless oil. Yield 179 mg (88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143290B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-8ad41b22a08d42268d884336bf4b0963 |
| Source note | uspto-grants-2012_03 |