ChemicalBook CAS DataBase List 2-Aminoindan hydrochloride

2-Aminoindan hydrochloride synthesis

7synthesis methods

Product Name:2-Aminoindan hydrochloride
CAS Number:2338-18-3
Molecular formula:C9H12ClN
Molecular Weight:169.6513

15028-10-1
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$45.00/250mg

2338-18-3
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$13.43/250mgs:

Yield:2338-18-3 88%

Reaction Conditions:

Stage #1:indan-1,2-dione-2-oxime with sodium tetrahydroborate;boron trifluoride diethyl etherate in tetrahydrofuran at 70; for 4 h;Cooling with ice;
Stage #2: with hydrogenchloride in ethyl acetate; pH=1 - 3

Steps:

1.2 (2) Synthesis of 2-aminoindan hydrochloride (Compound IV-1)
580 g of tetrahydrofuran and 80.5 g of 2-oxindole-1-indanone were added to the reaction flask.Under ice water bath conditions, 66g of sodium borohydride was added in batches to control the internal temperature not higher than 30 °C.284 g of a boron trifluoride diethyl etherate complex was slowly added dropwise, and after the completion of the dropwise addition, the temperature was raised to 50 to 70 ° C, and the reaction was stirred for 4 hours while maintaining the temperature.Cool to 20 to 30 ° C, and slowly pour the reaction solution into saturated brine.Add 2-methyltetrahydrofuran, then slowly add sodium hydroxide solution to adjust the pH to more than 12,The solution was statically layered, the aqueous phase was extracted once with 2-methyltetrahydrofuran, and the organic phases were combined and concentrated to dryness.Ethyl acetate was added to dissolve, and a solution of hydrogen chloride gas in ethyl acetate was added to adjust the pH to 1-3.A large amount of solid was precipitated, filtered and dried. After drying, 74.6 g of a white solid was obtained (yield: 88%).

References:

Cheng Da Pharmaceutical Co., Ltd.;Qian Wei;Lu Jianjun;Peng Zhiyong;Zhou Qinhua;Liu Yanpin;Wu Qiuwei;Tan Chunxiao CN109369417, 2019, A Location in patent:Paragraph 0023; 0024; 0027; 0028

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