Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 23579139 | HCID 23579139 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22137298 | HCID 22137298 | 82.7% |
Reaction Steps
To a solution of 3-{4-[(3-hydroxy-benzyl)-(2,4,6-trimethyl-benzenesulfonyl)-amino]-phenyl}-propionic acid methyl ester (0.017 g, 0.04 mmol) in 0.5 mL tetrahydrofuran was added sodium hydroxide (0.004 g, 0.11 mmol) in 0.1 mL water. The reaction was stirred at room temperature for 24 hr. The reaction mixture was adjusted to a pH of 4 with 1N HCl and water was added. The aqueous solution was washed with methylene chloride and the organic layer was concentrated to afford 0.015 g of 3-{4-[(3-hydroxy-benzyl)-(2,4,6-trimethyl-benzenesulfonyl)-amino]-phenyl}-propionic acid. 1H NMR (CDCl3) δ 7.05 (t, 1H, J=7.6 Hz), 7.00–6.93 (m, 2H), 6.90–6.80 (m, 4H), 6.70–6.62 (m, 2H), 6.43 (bs, 1H), 4.69 (s, 2H), 2.83 (t, 2H, J=7.2 Hz), 2.56 (t, 2H, J=7.2 Hz), 2.42 (s, 6H), 2.24 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07053212B2 |
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| Source dataset | uspto-grants-2006_05 |
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| ORD ID | ord-cfbc8ed4d2914ea4b33ae27b58500296 |
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| Source note | uspto-grants-2006_05 |
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