Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 1-Propanesulfonic acid, 3-chloro-, sodium salt | HCID 23661890 | — |
| Reactant | HCID 23678948 | HCID 23678948 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 13972781 | HCID 13972781 | — |
Reaction Steps
The compound 3-(diphenylphosphino)propanesulfonic acid was produced by the following procedure. To a solution of 3.8 g of sodium in 500 ml of liquid ammonia in a stirred reaction vessel maintained at -78° C. by cooling, 21.8 g of triphenylphosphine was added. After 30 minutes, 4.3 g of ammonium chloride was added and after an additional 30 minutes, 15 g of sodium 3-chloropropanesulfonate was added. The cooling was stopped and 400 ml of tetrahydrofuran was added to the reaction mixture. After the ammonia was evaporated, the mixture was refluxed for some time and then evaporated. The residue thereby obtained was washed with hot ethanol and the product was dried in vacuo to yield a mixture of sodium 3-(diphenylphosphino)propanesulfonate and sodium chloride. The mixture was treated with aqueous trifluoroacetic acid to afford the 3-(diphenylphosphino)propanesulfonic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04855399 |
|---|
| Source dataset | uspto-grants-1989_08 |
|---|
| ORD ID | ord-b55c7227ed544e5dadcaebc5a76f6c04 |
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| Source note | uspto-grants-1989_08 |
|---|
