HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Hydroxide → 5-{[{4-[(4-Butylphenyl)ethynyl]benzyl}(hexyl)amino]carbonyl)-2-hydroxybenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-hexyl-2,2-dimethyl-4-oxo-4H-1,3-benzodioxine-6-carboxamide | HCID 11519643 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-{[{4-[(4-Butylphenyl)ethynyl]benzyl}(hexyl)amino]carbonyl)-2-hydroxybenzoic acid | HCID 57554513 | 91% |
Reaction Steps
A solution of N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-hexyl-2,2-dimethyl-4-oxo-4H-1,3-benzodioxine-6-carboxamide (108 mg, 0.20 mmol) and lithium hydroxide (120 mg, 2.9 mmol) in THF (1 mL) and water (1 mL) was heated at 70° C. overnight. The solvents were removed under reduced pressure. The residue was taken up in EtOAc and washed with an aqueous solution of HCl (1N) and brine, dried over MgSO4 and the solvent was removed under reduced pressure to give 91 mg (91%) of hte title compound. HPLC, Rt: 5.72 min (purity: 98.9%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947851B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-efb962f4683d480797f6665fafca0aaa |
| Source note | uspto-grants-2011_05 |