Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 14213083 | HCID 14213083 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 14213086 | HCID 14213086 | 69.2% |
Reaction Steps
To a solution of ethyl hydrogen (α, α-dimethylbenzyl)malonate (4 g, 0.016 mol) in toluene was added triethylamine (2.33 ml, 0.016 mol) and diphenylphosphoryl azide (4.4 g, 0.016 mol). The reaction mixture was heated at 100° C. for 2.5 h, cooled to 5° C., and treated with 1.4 ml (0.016 mol) of morpholine. After stirring overnight at room temperature, the toluene solution was washed successively with 1N HCl and aqueous sodium bicarbonate solution. The dried organic solution was evaporated to a residue which was purified by column chromatography on silica gel. There was obtained 3.7 g (69%) of product after trituration with hexane, mp 93°-94° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04857507 |
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| Source dataset | uspto-grants-1989_08 |
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| ORD ID | ord-caa9b9cf9ccb431792541071a0451786 |
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| Source note | uspto-grants-1989_08 |
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