Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 18628782 | HCID 18628782 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 18628707 | HCID 18628707 | 40.7% |
Reaction Steps
A solution comprised of ethyl 2-cyclohexylmethyl-N-phenethylmalonamate (366 mg, 1.106 mmol) in ethanol (10 mL) was treated with 1N aqueous sodium hydroxide (1.3 mL) for 2.5 hours and then diluted with water (30 mL) and brine (10 mL). The dilution was extracted with diethyl ether (3×30 mL). The aqueous layer was cooled to 0° C., acidified with 1N hydrochloric acid (2 mL) and extracted with ethyl acetate (3×30 mL). The combined ethyl acetate extracts were washed with brine, dried (MgSO4) and concentrated to provide 2-cyclohexylmethyl-N-phenethyhnalonamic acid (138 mg, 0.45 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06525036B2 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-1664a82a6dc74e87b84d5a52a3765f91 |
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| Source note | uspto-grants-2003_02 |
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