HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 7,7-Di-pyridin-2-yl-hept-6-enoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 7,7-Di-pyridin-2-yl-hept-6-enoic acid methyl ester | HCID 58545027 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7,7-Di-pyridin-2-yl-hept-6-enoic acid | HCID 58545062 | 47.1% |
Reaction Steps
LiOH (10 mg, 0.42 mmol) in water (0.2 mL) was added to III (25 mg, 0.085 mmol) in THF (0.8 mL) at rt. After 19 h, the reaction mixture was neutralized with 2N HCl, poured onto brine (2 mL), and EtOAc (3 mL) was added. The phases were separated and the aqueous phase was extracted with EtOAc (2×3 mL). The organic phases were combined, dried over MgSO4, filtered, and then evaporated under reduced pressure. The resulting residue was then purified by silica gel column chromatography using CH2Cl2/MeOH (100:2 to 100:4) as eluant to furnish IV as a colourless oil (11.3 mg, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748458B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-ba3caa8bf0014fb49877379bd748ce7c |
| Source note | uspto-grants-2014_06 |