2-Adamantanecarbonitrile synthesis
- Product Name:2-Adamantanecarbonitrile
- CAS Number:35856-00-9
- Molecular formula:C11H15N
- Molecular Weight:161.24
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Yield: 82%
Reaction Conditions:
with dmap;nickel(II) chloride hexahydrate;tetrabutyl-ammonium chloride;4,5-bis(diphenylphosphino)-9,9-dimethylxanthene;zinc in acetonitrile at 100; for 8 h;Inert atmosphere;Glovebox;Reagent/catalyst;
Steps:
6 Example 1 (2a)
General procedure: Take the 1a cyanation reaction as an example: In a glove box filled with nitrogen, NiCl2 · 6H2O (5.9mg, 0.025mmol) was added to a 4mL sample bottle in sequence.DMAP (122.2mg, 1.0mmol), Zn (CN) 2 (47.0mg, 0.4mmol), Zn (13.1mg, 0.2mmol),n-Bu4NCl (69.5mg, 0.25mmol), XantPhos (14.5mg, 0.025mmol),1a (136.9 mg, 0.5 mmol) and CH3CN (1.0 mL) (if the alkyl chloride is a liquid, add the system after acetonitrile).After closing the lid, remove it from the glove box and place it in an oil bath at 100 for 8h.Suction filtration on a short silica gel column, washing with DCM, concentration, silica gel column chromatography, eluent is petroleum ether: ethyl acetate = 20: 1 to 2: 1,The product is white solid 115.0mg, yield 86%,
References:
Chinese Academy Of Sciences Shanghai Organic Chemistry Institute;Liu Yuanhong;Xia Aiyou;Xie Xin CN111099941, 2020, A Location in patent:Paragraph 0189-0191; 0204-0206
![Tricyclo[3.3.1.13,7]decane-2-carbonyl chloride](/CAS/20210111/GIF/40079-92-3.gif)
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