HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 4-(2-Carboxytridecyl)-5-hydroxy-2(5H)-furanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Rose Bengal Lactone | HCID 69439 | — |
| Reactant | 4-(2-Carboxytridecyl)-2-trimethylsilylfuran | HCID 19991592 | — |
| Product | 4-(2-Carboxytridecyl)-5-hydroxy-2(5H)-furanone | HCID 19991624 | — |
Reaction Steps
A mixture of 4-(2-carboxytridecyl)-2-trimethylsilylfuran (46.3 mg, 0.126 mmol) and Rose Bengal (5 mg) in acetone (10 ml) was exposed to singlet oxygen at -78° for 2 hours. The residue, after solvent removal, was purified by preparative TLC (20×20 cm, 500μ silica plate; developed with 10% MeOH/CHCl3 containing a few drops of acetic acid). The title compound was obtained as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05059611 |
| Source dataset | uspto-grants-1991_10 |
| ORD ID | ord-17112aadb3844ce6a3230bdfd59387bf |
| Source note | uspto-grants-1991_10 |