Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 69591931 | HCID 69591931 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69591885 | HCID 69591885 | — |
Reaction Steps
To a solution of 3-{4-[(3-hydroxy-benzyl)-(2,4,6-trimethyl-benzenesulfonyl)-amino]-phenyl}-acrylic acid methyl ester (0.040 g, 0.08 mmol) in 0.5 mL tetrahydrofuran was added sodium hydroxide (0.010 g, 0.25 mmol) in 0.5 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 dried (magnesium sulfate) and concentrated. Preparative TLC afforded 3-{4-[(3-hydroxy-benzyl)-(2,4,6-trimethyl-benzenesulfonyl)-amino]-phenyl}-acrylic acid. 1H NMR (CDCl3) δ 7.58 (d, 1H, J=16 Hz), 7.29 (d, 2H, J=8.4 Hz), 7.04 (d, 2H, J=8.4 Hz), 7.05–7.00 (m, 1H), 6.86 (s, 2H), 6.70–6.60 (m, 3H), 6.28 (d, 1H, J=16 Hz), 4.77 (s, 2H), 2.45 (s, 6H), 2.25 (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-fbef8af85dba40869303ea5838c3be40 |
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| Source note | uspto-grants-2006_05 |
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