HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → ((2R)-8-(2-chlorophenyl)-7-fluorochroman-2-yl)methanamine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (2R)-2-(azidomethyl)-8-(2-chlorophenyl)-7-fluorochroman | HCID 86609144 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | ((2R)-8-(2-chlorophenyl)-7-fluorochroman-2-yl)methanamine hydrochloride | HCID 69117669 | 134.8% |
Reaction Steps
Treatment of (2R)-2-(azidomethyl)-8-(2-chlorophenyl)-7-fluorochroman (0.33 g, 1.04 mmol) with polymer-bound triphenylphosphine (3 mmol/g, 0.5 g, 1.50 mmol) in THF (10 mL) and water (0.5 mL) according to the procedure described for Example 69, Step 10 provided 0.23 g (70%) of ((2R)-8-(2-chlorophenyl)-7-fluorochroman-2-yl)methanamine hydrochloride as a white salt, mp 223–225° C.; MS (APPI) m/z 292 ([M+H]+); [α]D25=−40.00° (c=1% SOLN, MeOH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07365095B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-931d214b77584526b67e1e20383b1efa |
| Source note | uspto-grants-2008_04 |