HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → HCID 59289032, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 59289027 | HCID 59289027 | — |
| Catalyst | Methyltriphenyliphosphonium bromide | HCID 74505 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59289032 | HCID 59289032 | — |
Reaction Steps
To 3-(4′-formyl-bicyclohexyl-4-yl)-propionic acid ethyl ester (7.8 g, 25 mmol) and methyltriphenylphosphoniumbromide (9.5 g, 26 mmol) in THF (150 ml) is added potassium-tert-butoxide portionwise at −10° C. The reaction mixture is stirred overnight, quenched with water and acidified with hydrochloric acid. The aq. layer is separated and extracted twice with MTB ether. The combined org. layers are washed with brine, dried (Na2SO4) and evaporated. The crude product is purified with heptane/ethyl acetate (19:1) on silica to give 3-(4′-vinyl-bicyclohexyl-4-yl)-propionic acid ethyl ester as a colourless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372307B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-fc91dbe505044f658d300c8f002c2745 |
| Source note | uspto-grants-2013_02 |