Compound Q&A
How is 2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile (CAS: 899821-23-9) typically synthesized?
Answer
![2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile](https://static.chemtradehub.com/structs/899/899821-23-9-97cf.webp "2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile")
2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile is synthesized through a multistep process involving the reaction of 3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octanone with 3-chloro-2,4-dimethylbenzonitrile, followed by cyclization. The reaction requires mild conditions and is typically catalyzed by a phosphine-based catalyst. The overall yield is moderate, around 60-70%, and the product is isolated by column chromatography.
About
CAS No
899821-23-9
English Name
2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile
Molecular Formula
C16H19ClN2O
Molecular Weight
290.79 g/mol
SMILES
CC1=C(C=CC(=C1Cl)C#N)N2C3CCC2CC(C3)(C)O
InChIKey
OUEODVPKPRQETQ-VIKVFOODSA-N
Last Updated: 2025-11-01 22:12
![2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile — ShangHaiMaiRuiErShengHua Technology Co Ltd](https://static.chemtradehub.com/suppliers/67ced3b52b2de6e8e95a6e52/67ced3b52b2de6e8e95a6e52-logo.webp){kind=logo}
![2-Chloro-4-[(1R,5S)-3-hydroxy-3-methyl-8-azabicyclo[3.2.1]octan-8-yl]-3-methylbenzonitrile — Shanghai Jixiang Biotechnology Co., Ltd.](https://static.chemtradehub.com/suppliers/67ce6f4d2b2de6e8e95a45bf/67ce6f4d2b2de6e8e95a45bf-logo.webp){kind=logo}