Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 4-(1-Ethoxycarbonyl-1-methyl-ethyl)-piperazine-1-carboxylic acid benzyl ester | HCID 69583640 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68967246 | HCID 68967246 | 41% |
Reaction Steps
A solution of 4-(1-ethoxycarbonyl-1-methyl-ethyl)-piperazine-1-carboxylic acid benzyl ester (3.5 g, 10.5 mmol) in 10 mL of dry ether was slowly added to a suspension of lithium aluminium hydride (0.3 g, 105 mmol) in tetrahydrofuran at −15° C. under nitrogen and the resulting mixture was stirred at 0° C. for 3 hours. On cooling, the mixture was treated dropwise with water (0.3 mL), aqueous sodium hydroxyde (0.3 mL, 4N), and water (0.9 mL) and filtered. The filtrate was concentrated under reduced pressure to yield 4-(2-hydroxy-1,1-dimethyl ethyl)piperazine-1-carboxylic acid benzyl ester as a white solid (1.2 g, 41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07034016B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-145b9885cfaf4ab6b54dc6fdea550974 |
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| Source note | uspto-grants-2006_04 |
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