Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 57031569 | HCID 57031569 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 70099545 | HCID 70099545 | 135.2% |
Reaction Steps
The above ester (0.77 g, 1.73 mmol) was dissolved in ethanol (7.5 ml) and 2N sodium hydroxide (2.86 ml, 5.71 mmol) was added. The mixture was stirred at room temperature for 16 h. The ethanol was evaporated in vacuo and the remainder was diluted with water (25 ml). pH was adjusted to 6 by addition of 6N hydrochloric acid and the aqueous solution was extracted with dichloromethane (3×15 ml). The combined organic extracts were dried over MgSO4 and evaporated in vacuo. The remainder was dissolved in tetrahydrofuran (15 ml) and 2.5N hydrogen chloride in ether (0.59 ml, 1.47 mmol) was added dropwise. Ether (30 ml) was added and the mixture was stirred for 3 h, the precipitate was filtered off and dried, to afford 0.53 g (68%) of the title compound as a powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05912262 |
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| Source dataset | uspto-grants-1999_06 |
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| ORD ID | ord-2da65bdef5fe40ac87a13912a9062e14 |
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| Source note | uspto-grants-1999_06 |
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