Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methacrylamide | HCID 6595 | — |
| Reactant | tert-Butyl methyl ether | HCID 15413 | — |
| Reactant | 1-Adamantanecarbonyl chloride | HCID 98915 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86682786 | HCID 86682786 | — |
Reaction Steps
90.0 g of methacrylamide was dissolved in 1,350 g of tetrahydrofuran (THF), and 944 mL of a 1.12 mol/L lithium diisopropylamide (LiDA) solution was dropwise added thereto at 5° C., followed by stirring for 10 minutes. Subsequently, 900 g of THF having 231.1 g of 1-adamantanecarbonyl chloride dissolved therein was added thereto, followed by stirring at 5° C. for 18 hours. After completion of the reaction, THF and t-butylmethylether (TBME) were added thereto, followed by washing with a 1 wt % aqueous hydrochloric acid solution and pure water, and concentration under reduced pressure. n-hexane was added to the obtained solution, and crystallization was conducted at 5° C., followed by filtration. The obtained solid was dried under reduced pressure, thereby obtaining 194.4 g of 1-adamantanecarboxylic acid methacrylamide (compound (51)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08685620B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-0aa175e9ac194f15a1226de436e04c87 |
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| Source note | uspto-grants-2014_04 |
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