Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | HCID 57062265 | HCID 57062265 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | HCID 57197129 | HCID 57197129 | 100% |
Reaction Steps
To a solution of ethyl (2R,3R)-2-(3-phenyl-1-propyl)-3-hydroxyhexanoate (1.70 g, 6.12 mmol) in THF-ethanol (2:1, 18 mL) is added 1 N aqueous sodium hydroxide solution (6.7 mL, 6.7 mmol). The solution is stirred at 23° C. for 20 h and is acidified to pH 3 with saturated aqueous sodium bisulfate and is extracted with two 50-mL portions of EtOAc. The combined organic layers are dried over anhydrous magnesium sulfate and concentrated under reduced pressure to provide (2R,3R)-2-(3-phenyl-1-propyl)-3-hydroxyhexanoic acid as an oil (1.53 g, 100% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06329400B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-3e2c699746004f1fb937501b1dd9851c |
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| Source note | uspto-grants-2001_12 |
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