HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Diethyl 4-[[[3 (4-acetyl-3-hydroxy-2-propylphenoxy)propyl]thio]methyl]-1,3 oxathiolane-2,2-dipropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-[4-(3-bromopropoxy)-2-hydroxy-3-propylphenyl]ethanone | HCID 2775221 | — |
| Reactant | Diethyl 4-(mercaptomethyl)-1,3-oxathiolane-2,2-dipropanoate | HCID 14405886 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | Diethyl 4-[[[3 (4-acetyl-3-hydroxy-2-propylphenoxy)propyl]thio]methyl]-1,3 oxathiolane-2,2-dipropanoate | HCID 14405887 | 96.4% |
Reaction Steps
3-(2-n-Propyl-3-hydroxy-4-acetylphenoxy)-1-bromopropane (2.0 g, 0.006 mol), prepared by the method described in U.S. Pat. No. 4,565,882, Example 14, incorporated herein by reference, was dissolved in methyl ethyl ketone (20 ml). To this solution was added the thiol of Example 1 (2.0 g, 0.006 mol) and anhydrous potassium carbonate (2.5 g) and the reaction mixture was refluxed with stirring under a nitrogen atmosphere for 24 hrs. The reaction was cooled to room temperature, filtered and the filtrate concentrated on the rotary evaporator. The residue was chromatographed on silica gel using 25% ethyl acetate/hexane as eluent to give 3.3 g (95%) of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04808729 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-15e0897c7a0e4c90a9db0e79fe4d871b |
| Source note | uspto-grants-1989_02 |