HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylphosphine → 1-(3-Bromo-5-chloro-4-fluoro-2-methoxyphenyl)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylphosphine | HCID 68983 | — |
| Reactant | 1-(1-Azidoethyl)-3-bromo-5-chloro-4-fluoro-2-methoxybenzene | HCID 86666915 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(3-Bromo-5-chloro-4-fluoro-2-methoxyphenyl)ethanamine | HCID 86666916 | 95% |
Reaction Steps
To the stirred solution of 1-(1-azidoethyl)-3-bromo-5-chloro-4-fluoro-2-methoxybenzene (3.3 g, 11 mmol) in THF (50 mL) and water (10 mL) was added 1.0 M trimethylphosphine in THF (13 mL) at room temperature and the mixture was stirred for 1 hour. The mixture was diluted with EtOAc, washed with saturated sodium bicarbonate solution, water, brine, dried over magnesium sulfate and concentrated to give the desired compound (2.9 g, 95%). LCMS calculated for C9H8BrClFO (M−NH2)+: m/z=264.9, 266.9. found: 265.0, 267.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096600B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-7eb24891433d49f39b0ec016251f870c |
| Source note | uspto-grants-2015_08 |