HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl Alcohol → HCID 10058248, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | Ethyl Acetoacetate | HCID 8868 | — |
| Reactant | Lithium, compd. with sodium (1:1) | HCID 71354802 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10058248 | HCID 10058248 | — |
Reaction Steps
The allyl alcohol, 8, is reoxidized to the aldehyde, 9, by Swern oxidation, followed by an aldol condensation to the sodium lithium dianion of ethyl acetoacetate at -78° C. in tetrahydrofuran. (See Kraus, et al, J. Org. Chem., 48: 2111 (1983)) to form the 5-hydroxy-3-oxo-6-heptenoic acid-ethyl ester, 10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04906624 |
| Source dataset | uspto-grants-1990_03 |
| ORD ID | ord-5bb0dbdab0ed4f59b73c3f0f19e79c95 |
| Source note | uspto-grants-1990_03 |