HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphate → 2-Carboxymethylthio-2-methyltetrahydrofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphate | HCID 1061 | — |
| Reactant | Thioglycolic Acid | HCID 1133 | — |
| Reactant | 2,3-Dihydro-5-methylfuran | HCID 15145 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Carboxymethylthio-2-methyltetrahydrofuran | HCID 19957989 | — |
Reaction Steps
A solution of mercaptoacetic acid (10 mmol) in 5 mL of dichloromethane containing p-toluenesulfonic acid mono-hydrate (100 mg) is cooled with stirring to -10° to -25° C. 2-Methyl-4,5-dihydrofuran (10 mmol) in 10 mL of dichloromethane is added dropwise to the cold solution while the temperature is maintained between -10° C. to -25° C. Then 5 mL of phosphate buffer is added and the solution is allowed to come to room temperature. The mixture is poured into a 30 mL of ethyl acetate and 10 mL of water. Organic layer is separated and the aqueous layer is extracted with ethyl acetate. The combined ethyl acetate layer is dried and evaporated to give 26 as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05625075 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-8a84ce7bcd39449b8c918245109bf273 |
| Source note | uspto-grants-1997_04 |