HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3,5-dioxohexanoate → Methyl 3-hydroxy-5-oxohexanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3,5-dioxohexanoate | HCID 538296 | — |
| Catalyst | Dichlorotris(triphenylphosphine)ruthenium | HCID 11007548 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 3-hydroxy-5-oxohexanoate | HCID 14689085 | 52% |
Reaction Steps
Methyl 3,5-dioxohexanoate (19.0 g) was dissolved in THF (380 mL) and tris(triphenylphosphine) ruthenium (II) dichloride (1.1 g) was added. The reaction mixture was hydrogenated at 5 bar, 50° C. for 16 h and then cooled to room temperature. The solvent was removed under vacuum and the oil was purified on silica gel (hexane/EtOAC 1:1) to give the final methyl 3-hydroxy-5-oxohexanoate (10 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315470B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-0bec360ef86845a78b867354a2526b68 |
| Source note | uspto-grants-2016_04 |