HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | {(S)-3-[3-(4-chlorophenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-carbamic acid tert-butyl ester | HCID 69410725 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-ol | HCID 11184815 | — |
Reaction Steps
A solution of {(S)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-carbamic acid tert-butyl ester. (0.46 g, 1.24 mmol) in dichloromethane (6 ml) is treated with trifluoroacetic acid (2 ml) and the reaction mixture stirred for 1 hour at ambient temperature. The solvent is evaporated and the residue dissolved in water. The resulting aqueous solution is basified with saturated aqueous NaHCO3 and extracted into dichloromethane. The dichloromethane is dried over MgSO4 and evaporated to afford (S)-2-amino-4-[3-(4-chlorophenoxy)-azetidin-1-yl]-butan-1-ol as a clear oil. [MH]+ 271.0
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07288537B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-e7c6a7e7b72343bb8e3f1a263ba4e0a9 |
| Source note | uspto-grants-2007_10 |