Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 18790140 | HCID 18790140 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 18790156 | HCID 18790156 | — |
Reaction Steps
A solution of methyl 2-[(3,4-dimethoxyphenyl)sulfonyl]-6-phenylhexanoate (1.3 g, 3.2 mmol) and 10% sodium hydroxide (15 mL) in ethanol (15 mL) is heated under reflux for 20 minutes. The solution is cooled and is added to aqueous HCl and is extracted with ether. The organic layer is washed with water and is dried over MgSO4. The solvent is removed in vacuo and the residue is dissolved in ethyl acetate and the solution is diluted with hexane to precipitate 2-[(3,4-dimethoxyphenyl)sulfonyl]-6-phenylhexanoic acid (0.5 g, 40%): m.p. 114-16° C. Anal. (C20H24O6S) C, H: 1H-NMR (300 MHz, CDCl3) δ (TMS) 1.28-1.48 (m, 2H), 1.54-1.70 (m, 2H), 1.87-2.05 (m, 2H), 2.48-2.64 (m, 2H), 3.88 (d, 7H), 6.97 (d, 1H), 7.12-7.20 (m, 2H), 7.20-7.30 (m, 4H), 7.40-7.50 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06057369 |
|---|
| Source dataset | uspto-grants-2000_05 |
|---|
| ORD ID | ord-847ff5c688594b7386f4f971bb65b918 |
|---|
| Source note | uspto-grants-2000_05 |
|---|