HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (6E)-6-phenyl-6-[[4-[(3-phenyl-1,2,4-oxadiazol-5-yl)methoxy]phenyl]methoxyimino]hexanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | ethyl (6E)-6-phenyl-6-[[4-[(3-phenyl-1,2,4-oxadiazol-5-yl)methoxy]phenyl]methoxyimino]hexanoate | HCID 22344629 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (6E)-6-phenyl-6-[[4-[(3-phenyl-1,2,4-oxadiazol-5-yl)methoxy]phenyl]methoxyimino]hexanoic acid | HCID 22344640 | 85.3% |
Reaction Steps
Lithium hydroxide monohydrate (194 mg) was added to a solution of ethyl E-6-phenyl-6-[4-(3-phenyl-1,2,4-oxadiazol-5-ylmethoxy)benzyloxyimino]hexanoate (790 mg) in tetrahydrofuran (6 ml)-water (4 ml)-ethanol (4 ml) and stirred at room temperature for 4 hours. 1N hydrochloric acid (4.7 ml) was added to the reaction mixture and extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The residue was recrystallized from ethyl acetate-hexane to obtain E-6-phenyl-6-[4-(3-phenyl-1,2,4-oxadiazol-5-ylmethoxy)benzyloxyimino]hexanoic acid (637 mg, yield 85%) as colorless crystals. m.p. 91-92° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924300B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-c0fde43723584ee8b0779338c7dbe0be |
| Source note | uspto-grants-2005_08 |