HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → Ethanethioic acid trans-(+/-)-S-[tetrahydro-5-(phenoxymethyl)-3-furanyl]-ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethanethioic acid trans(+/-)-S-[tetrahydro-5-[[[(trifluoromethyl)sulfonyl]oxy]methyl]-3-furanyl]ester | HCID 86750748 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethanethioic acid trans-(+/-)-S-[tetrahydro-5-(phenoxymethyl)-3-furanyl]-ester | HCID 86750316 | 60.9% |
Reaction Steps
To a 0° C. solution of 0.326 g of phenol, 1.8 ml of Hunig's base, and 2.5 ml of methylene chloride is added, via syringe, 1.07 g of product from Example 22 in 0.50 ml of methylene chloride. The reaction is stirred in an ice bath for 50 minutes; during which time the progress of reaction is checked by thin layer chromatography. The mixture is concentrated in vacuo, dissolved in ethyl acetate and washed with sodium bicarbonate. The organic layer is dried, concentrated in vacuo, and purified by chromatography (Silica Gel: ethyl acetate/hexane) to give 0.532 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05623081 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-924aaef190784464833006b08ccf7572 |
| Source note | uspto-grants-1997_04 |