Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 131716919 | HCID 131716919 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 131716920 | HCID 131716920 | 82% |
Reaction Steps
To a solution of 2.0 g of 3-(1,2,3,4-tetrahydronaphthalen-2-ylacetyl)-L-thioproline ethyl ester prepared in Reference Example 17 in 23 ml of ethanol was added 37 ml of 1 N sodium hydroxide at room temperature, and the mixture was stirred at the same temperature. After 3 hours, ethanol was evaporated under reduced pressure. After the addition of 100 ml of water and washing with benzene, the water layer was acidified with the addition of diluted hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. After evaporation of the solvent under reduced pressure, the residue was treated with isopropyl ether to produce 1.5 g of colorless crystals of 3-(1,2,3,4-tetrahydronaphthalen-2-ylacetyl)-L-thioproline (yield: 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05028604 |
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| Source dataset | uspto-grants-1991_07 |
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| ORD ID | ord-225ea0d5a48e454ba5ebc9d834798273 |
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| Source note | uspto-grants-1991_07 |
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