HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trichlorofluoromethane → (nBu)3P CCl3F
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trichlorofluoromethane | HCID 6389 | — |
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Phosphonium | HCID 5460504 | — |
| Reactant | 1-[(1S)-1-(tertbutoxycarbonyl)propyl]-5-oxo-3-pyrrolidinecaboxaldehyde | HCID 18346116 | — |
| Product | (nBu)3P CCl3F | HCID 131725019 | — |
Reaction Steps
Alternatively to §6.2.3., halovinyl derivatives can be obtained by Wittig olefination of the 1-[(1S)-1-(tertbutoxycarbonyl)propyl]-5-oxo-3-pyrrolidinecarboxaldehyde 396 in the presence of a phosphine and an halogenomethane. For example of 2-(2-oxo-4-(2-(Z)-fluorovinyl)-1-pyrrolidinyl)butanoic acid 2,2-(dimethyl)ethyl ester is obtained from aldehyde 396 by successive reaction with CFCl3 and n-Bu3P followed by dephosphorylation of the intermediate vinylic phosphonium by NaOH.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07692028B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-56462a5c199f4d8e947c94389b29e5d5 |
| Source note | uspto-grants-2010_04 |