Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 54269534 | HCID 54269534 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86672617 | HCID 86672617 | 97% |
Reaction Steps
Under a nitrogen atmosphere, 9.6 g (0.25 mol) of lithium aluminum hydride was added little by little at 0° C. to a solution of 150 g (0.425 mol) of methyl 5,9,13,17-tetramethyloctadec-4-enoate in dry tetrahydrofuran (850 mL). After being stirred at 50° C. for 2 hours, the reaction mixture was cooled on ice, followed by careful addition of water until the resulting gray suspension turned white. Sodium sulfate was added to the solution at room temperature for drying. After filtration, the filtrate was concentrated to obtain 133.8 g of the title compound (97% yield) as a colorless transparent liquid. The results of NMR analysis of the resulting compound are as shown below.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703922B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-fff2e97bbeda4c8193ed9bc21d8805f9 |
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| Source note | uspto-grants-2014_04 |
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