Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 69890914 | HCID 69890914 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 9905824 | HCID 9905824 | — |
Reaction Steps
The 2-methyl-2-(6,7,8,9-tetrahydro-dibenzofuran-3-sulfonylamino)-propionic acid methyl ester (586 mg, 1.67 mmol) was suspended in aqueous tetrahydrofuran (1:1, 22 mL) and treated with aqueous sodium hydroxide (1 M, 7 mL). The reaction mixture was stirred at room temperature for 3 days. The tetrahydrofuran was concentrated in vacuo. The aqueous suspension was diluted with water (40 mL) and washed with diethyl ether. The aqueous phase was separated from the organic phase, and acidified (to a pH of 1). The resulting precipitate was collected by filtration and oven dried to give 2-methyl-2-(6,7,8,9-tetrahydro-dibenzofuran-3-sulfonylamino)-propionic acid (a compound of general Formula VIII) (457 mg, 81%), the structure of which is shown below. The melting point of this compound was determined to be 237-240° C. 1HNMR (DMSO-d6): δ8.0 (s, 1H), 7.8 (s, 1H), 7.6 (m, 2H), 2.7(m, 2H), 2.6 (m, 2H), 1.8 (m, 4H), 1.1 (s, 6H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06677355B1 |
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| Source dataset | uspto-grants-2004_01 |
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| ORD ID | ord-9a9c7ea5c0cd4d46852014301f4bc35d |
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| Source note | uspto-grants-2004_01 |
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