2-Amino-9,9-dimethylfluorene synthesis
- Product Name:2-Amino-9,9-dimethylfluorene
- CAS Number:108714-73-4
- Molecular formula:C15H15N
- Molecular Weight:209.29
605644-46-0
108714-73-4
General procedure for the synthesis of 9,9-dimethyl-9H-fluoren-2-amine from 2-nitro-9,9-dimethylfluorene: 23.9 g (100.0 mmol) of 2-nitro-9,9-dimethylfluorene and 0.5 g of 10% Pd/activated carbon catalyst were suspended in 500 mL of ethanol, and the reaction was stirred for 24 h under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure and purified by column chromatography to afford 16.9 g of the light yellow solid product 9,9-dimethyl-9H-fluoren-2-amine in 81% yield. The structure of the product was confirmed by high resolution mass spectrometry (HR-MS) (calculated value: [M+H]+ 209.1204, measured value: [M+H]+ 209.1194).
605644-46-0
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Yield:108714-73-4 88%
Reaction Conditions:
with palladium on activated charcoal;hydrazine hydrate in ethanol for 4 h;Reflux;
Steps:
Preparation of 2-amino-9,9-dimethylfluorene (4):
10 g of 2-nitro-9,9-dimethylfluorene was added to the reaction flask, and stirred and dissolved with 80 m of ethanol.When 2-nitro-9,9-dimethylfluorene is completely dissolved into a clear solution,30 m L of hydrazine hydrate was added dropwise. After the addition was completed, 2 g of palladium on carbon catalyst was added, and then refluxed for 4 h. Finally, the color of the reaction liquid was very bright and dark red.Then directly hot filter,distillation under reduced pressure gave 7.7 g of a white solid, yield 88%, product content 99%.
References:
Liaoning Bo Mei Pharmaceutical Technology Co., Ltd.;Zhou Xiaoming;Pan Dalin;Jiang Chao;Li Wei;Wang Yan;Jiang Lin CN109824523, 2019, A Location in patent:Paragraph 0018
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