Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | p-Toluenesulfonyl azide | HCID 13661 | — |
| Reactant | Butanoic acid, 3-oxo-4-(phenylmethoxy)-, 1,1-dimethylethyl ester | HCID 12035485 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 56622760 | HCID 56622760 | 68.5% |
Reaction Steps
5,54 ml (40 mmols--2 equivalents) of triethylamine was added dropwise to a solution, cooled to 0° C., of 5,29 g (20 mmols) of tert.-butyl 4-benzyloxyacetoacetate and 4,34 g. (22 mmols) of 4-toluenesulphonyl azide in 40 ml of anhydrons acetonitrile. The mixture was stirred for 30 minutes at 0° C., treated with 8 g of Celite and evaporated in vacuo. Chromatography of the residue on 100 g of silica gel (toluene:ethyl acetate 95:5) yielded 3,98 g of the title compound as colorless crystals, melting point: 68° C., RF : 0,31 (toluene:ethyl acetate 95:5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04616084 |
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| Source dataset | uspto-grants-1986_10 |
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| ORD ID | ord-c153892964994aebb30cbca8461e804c |
|---|
| Source note | uspto-grants-1986_10 |
|---|
