Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphenylphosphoryl azide | HCID 123414 | — |
| Reactant | HCID 69181461 | HCID 69181461 | — |
| Solvent | Anisole | HCID 7519 | — |
| Product | HCID 86600443 | HCID 86600443 | 41.1% |
Reaction Steps
Azidophosphoric acid diphenyl ester (15.4 g; 56 mmole) and triethylamine (5.66 g; 55 mmole) were added to 8-thiophen-3-yl-1,4-dioxa-spiro[4.5]decane-8-carboxylic acid (15 g; 56 mmole) dissolved in anisole (160 ml). The reaction mixture was heated for 2 hours to 90 to 100° C. On completion of the reaction (reaction monitored by thin layer chromatography), the mixture was purified by column chromatography (silica gel, 10% ethyl acetate in n-hexane). 6 g of 8-isocyanato-8-thiophen-3-yl-1,4-dioxa-spiro[4.5]decane were obtained (41%; colorless liquid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07332519B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-a13d7d588a5b4875bec4e810f5d7d856 |
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| Source note | uspto-grants-2008_02 |
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