HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Benzyloxy-5-trifluoromethylthien-2-yl)-carboxylic acid → 3-Benzyloxy-5-trifluoromethylthiophen
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Benzyloxy-5-trifluoromethylthien-2-yl)-carboxylic acid | HCID 11426602 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Quinoline | HCID 7047 | — |
| Product | 3-Benzyloxy-5-trifluoromethylthiophen | HCID 11184470 | 71% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A mixture of 5F (14.5 g) and quinoline (50 ml) was treated with copper powder (4.57 g) and heated to 150° C. The reaction mixture is heated for 25 minutes at 150° C. and cooled to room temperature. The mixture was filtered and washed with water. Aqueous quinoline was acidified with 6N HCl (pH=2) and extracted with diethyl ether twice. The combined organic phases were washed with water and dried. The mixture was concentrated and the residue was chromatographed to yield a yellow liquid (8.74 g, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06852673B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-c4f7d550f4084b819d2aa770f40142bf |
| Source note | uspto-grants-2005_02 |