Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 53982593 | HCID 53982593 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53655744 | HCID 53655744 | 90% |
Reaction Steps
Methyl (2R,3R)-2-(2-methyl-1-propyl)-3-hydroxybutanoate (7.99 g, 46 mmol) in 50 mL of THF is treated with 50 mL of water containing 3.9 g (92 mmol) of lithium hydroxide monohydrate. The reaction flask is treated with 5.0 mL of MeOH and allowed to stir for 17 h at 25° C. The mixture is partitioned between water and ether followed by separation of the aqueous layer. The aqueous solution is brought to pH 3 with 6 N aqueous hydrochloric acid and the mixture is extracted with ether. The organic phase is dried over magnesium sulfate and concentrated under reduced pressure to afford 6.6 g (90%) of (2R,3R)-2-(2-methyl-1-propyl)-3-hydroxybutanoic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06191150B1 |
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| Source dataset | uspto-grants-2001_02 |
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| ORD ID | ord-fd35165a55984f3bbb80f00c869cb53d |
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| Source note | uspto-grants-2001_02 |
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