Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 67266706 | HCID 67266706 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67266716 | HCID 67266716 | 88.9% |
Reaction Steps
In a round-bottom flask maintained under an inert atmosphere, 23.9 mL (23.9 mmoles) of lithium aluminum hydride (1M in THF) is introduced. The solution is cooled to 0° C. then 4.57 g (19.9 mmoles) of methyl S-(2-fluorophenyl)-L-cysteinate (3a-1) diluted in 21 mL of anhydrous THF is added. The solution is stirred at 0° C. for 1 hour then at ambient temperature for 30 minutes. The reaction medium is hydrolyzed by successive additions of 2.7 mL of water, 0.9 mL of 15% soda in water, then 0.9 mL of water. The suspension is stirred for 30 minutes at ambient temperature in the presence of sodium sulfate then filtered on a silica filter. The precipitate is washed with THF then the filtrate is concentrated under reduced pressure. A brown oil (3.56 g) is obtained that can be used without any additional purification in the following step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07902381B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-ebde2c8f18454db5bc57dfe3ec4ec201 |
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| Source note | uspto-grants-2011_03 |
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