HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[(4E)-5-{2-[(4-tert-Butylbenzyl)oxy]phenyl}-3-(4-carboxybenzyl)pent-4-en-1-yl]benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Methyl 4-{(3E)-4-{2-[(4-tert-butylbenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}-benzoate | HCID 57831375 | — |
| Solvent | 1-Propanol | HCID 1031 | — |
| Product | 4-[(4E)-5-{2-[(4-tert-Butylbenzyl)oxy]phenyl}-3-(4-carboxybenzyl)pent-4-en-1-yl]benzoic acid | HCID 59180496 | 135.1% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
A solution of 430 mg (0.77 mmol) of methyl 4-{(3E)4-{2-[(4-tert-butylbenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}benzoate in 20 ml of 1-propanol is mixed with 1.73 g (30.84 mmol) of potassium hydroxide and stirred at 110° C. for 5 hours. The mixture is adjusted to pH 2 with 1 M hydrochloric acid and evaporated. The resulting residue is purified directly by preparative HPLC. 290 mg (0.52 mmol, 53% yield) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609727B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-571817d4cef74e02a9a7e0756c2f5bc5 |
| Source note | uspto-grants-2013_12 |