HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2Z-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophen-4-yl}-acrylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phosphonium, (1,2-diethoxy-2-oxoethyl)triphenyl-, chloride (1:1) | HCID 11327835 | — |
| Reactant | 7-[2-(5-Methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophene-4-carbaldehyde | HCID 18003487 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 2Z-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophen-4-yl}-acrylic acid ethyl ester | HCID 69556614 | — |
Reaction Steps
In analogy to the procedure described in example 91 c], 7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophene-4-carbaldehyde (example 98 a]) was treated with (ethoxy-ethoxycarbonyl-methyl)-triphenyl-phosphonium chloride [Tetrahedron 50(25), 7543-56(1994)]in 2-propanol in the presence of potassium carbonate to yield the 2Z-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophen-4-yl}-acrylic acid ethyl ester. The 2Z-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophen-4-yl}-acrylic acid ethyl ester was further saponified in analogy to the procedure described in example 99 to yield the 2Z-ethoxy-3-{7-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophen-4-yl}-acrylic acid as colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642389B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-0175798bacc0419287733ceee53aef4d |
| Source note | uspto-grants-2003_11 |