HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Ethyl [5-{5-(4-methoxy-3-propylphenyl)pentyloxy}-1-naphthalenyloxy]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 5-(4-Methoxy-3-propylphenyl)pentanol | HCID 20282931 | — |
| Reactant | Ethyl(5-hydroxy-1-naphthalenyloxy)acetate | HCID 20475151 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl [5-{5-(4-methoxy-3-propylphenyl)pentyloxy}-1-naphthalenyloxy]acetate | HCID 54574782 | 79.5% |
Reaction Steps
To a stirred suspension of 5-(4-methoxy-3-propylphenyl)pentanol (2.48 g), ethyl(5-hydroxy-1-naphthalenyloxy)acetate (2 g), and triphenylphosphine (3.2 g) in dry tetrahydrofuran (30 ml) under nitrogen was added diethyl azodicarboxylate (1.65 ml) slowly so that the temperature did not rise above 50°. After 3 hours the solution was evaporated, and the residue was chromatographed on silica with a mixture of dichloromethane and light petroleum (bp 40°-60°) (4:6) to give the sub-title ester (3 g), mp 70° (from ethanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04424231 |
| Source dataset | uspto-grants-1984_01 |
| ORD ID | ord-d5d6d8b181c0437e9b324e057c9c1f7b |
| Source note | uspto-grants-1984_01 |