HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-(Di-pyridin-2-yl-amino)-hexanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 6-(Di-pyridin-2-yl-amino)-hexanoic acid methyl ester | HCID 58545021 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-(Di-pyridin-2-yl-amino)-hexanoic acid | HCID 58545035 | 58% |
Reaction Steps
LiOH (12 mg, 0.50 mmol) in water (0.3 mL) was added to II (33 mg, 0.11 mmol) in THF (0.8 mL) at rt. After 2 h, the reaction mixture was neutralized with 2N HCl, and was then poured onto brine (5 mL), and EtOAc (5 mL) was added. The phases were separated and the aqueous phase was extracted with EtOAc (2×2 mL). The organic phases were combined, dried over MgSO4, filtered, and then evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography using CH2Cl2/MeOH (100:1 to 100:4) as eluant to furnish III as a colourless oil (18.1 mg, 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08748458B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-0965743f59744d0e87d2e80040436a9c |
| Source note | uspto-grants-2014_06 |