Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ethyl 4-chloroacetoacetate | HCID 69484 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Product | HCID 10909935 | HCID 10909935 | 94% |
Reaction Steps
14 Kg of ethyl 4-chloro-3-oxobutyrate (titre 88%) and 6.2 g of {[Ru (p-cymene) I (+) TMBTP] I}, are placed under argon in a 200-liter reactor, in 143 l of ethyl alcohol. The mixture is heated at 116° C. and pressurized with hydrogen at 5-6 bar. Temperature rises up to 124° C. and the reaction goes to completion within about 1 hour. The mixture is cooled, concentrated at reduced pressure, and the residue, analyzed with gaschromatography, has a 81% titre of ethyl (+) (R)-4-chloro-3-hydroxybutyrate, with an e.e. of 96.7% reaction yield: 94%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06566552B2 |
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| Source dataset | uspto-grants-2003_05 |
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| ORD ID | ord-68592bc234b94b89b7fb9106b57e898c |
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| Source note | uspto-grants-2003_05 |
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