Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Etodolac | HCID 3308 | — |
| Reactant | N-Methyl-D-glucamine | HCID 8567 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (-)-Etodolac | HCID 667528 | 53.1% |
Reaction Steps
Racemic etodolac (1148 g) and N-methylglucamine (780.8 g) in ethanol (6.4 litres) were heated to 70° C. with stirring. The solution was cooled to 45° C. and then seeded with crystals of 100% ee (R)-etodolac meglumine salt and the mixture allowed to crystallise for 5 hours. The solid was filtered to provide (R)-etodolac (610 g, 86.4% ee) which could be recycled to racemic etodolac following the procedure in Example 2 below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05811558 |
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| Source dataset | uspto-grants-1998_09 |
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| ORD ID | ord-aeab4212fa4d488b986950c881ddcb31 |
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| Source note | uspto-grants-1998_09 |
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