Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (8-Phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-acetonitrile | HCID 86725946 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178510734 | HCID 178510734 | 50.22% |
Reaction Steps
To a stirred solution of 8-phenyl-1,4-dioxa-spiro[4.5]decane-8-carbonitrile (264) (1.5 g, 5.83 mmol) in ethanol (30 mL) was added NH2OH (50% aqueous solution, 1.1 mL, 17.49 mmol) and the reaction mixture was heated at 60° C. for 16 h. Silica thin layer chromatography was performed (ethyl acetate:Hexane=1:1, Rf=0.15). The reaction mixture was concentrated in vacuo to yield a crude mixture which was triturated with diethyl ether to obtain pure N-hydroxy-2-(8-phenyl-1,4-dioxa-spiro[4.5]dec-8-yl)-acetamidine (266) (850 mg, 50.22%) as an off-white solid which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045486B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-71daaf835c8849558167abb53909a2d8 |
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| Source note | uspto-grants-2015_06 |
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