Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 69930733 | HCID 69930733 | — |
| Reactant | HCID 69931214 | HCID 69931214 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 69930958 | HCID 69930958 | 71.1% |
Reaction Steps
A 65% bis(2-methoxyethoxy)aluminum lithium hydride toluene solution (3.3 ml) is added to a solution of 2-(benzylthio)-1-[(benzylthio)methyl]-N-mesyl-N-(phenethyl)ethylamine (1.34 g) obtained in 2) in anhydrous toluene (5 ml) under a nitrogen atmosphere, and the mixture is refluxed overnight. A 2 N aqueous sodium hydroxide solution is added to the reaction mixture under ice cooling, and the whole is extracted with ether. The organic layer is washed with a 2 N aqueous sodium hydroxide solution, water and saturated brine successively, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography to give 0.80 g (71%) of the titled compound (Reference compound No. 16-1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06492370B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-9f31789870b3403399d565430c9082e2 |
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| Source note | uspto-grants-2002_12 |
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