HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 178444435, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (L)-ethyl lactate | HCID 92831 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | HCID 178444434 | HCID 178444434 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178444435 | HCID 178444435 | 57.3% |
Reaction Steps
A solution of 4 g of 4-hydroxy-4'-[4-(trans-4-pentylcyclohexyl)-1-butyl]biphenyl, 1.3 g of ethyl L(-)-lactate, 2.9 g of triphenylphosphine and 100 ml of tetrahydrofuran was treated with 1.9 g of diethyl azodicarboxylate. The reaction mixture was stirred at room temperature overnight, then concentrated and suspended with 100 ml of hot hexane. The precipitate which thereby resulted was removed by filtration and the filtrate was concentrated. Chromatography of the residue on silica gel with toluene/ethyl acetate (vol. 4:1) and recrystallization from ethanol gave 2.9 g of pure ethyl 2(R)-[4'-[4-(trans-4-pentylcyclohexyl)-1-butyl]-4-biphenylyloxy]propionate with m.p. (C-SB) 71° C. and cl.p. (SB -I) 76° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05346647 |
| Source dataset | uspto-grants-1994_09 |
| ORD ID | ord-6b4757977e614baa9d2d7025f3bcb7fa |
| Source note | uspto-grants-1994_09 |