(R)-2-AMINO-5-DIETHYLAMINOPENTANE, synthesis
- Product Name:(R)-2-AMINO-5-DIETHYLAMINOPENTANE,
- CAS Number:67459-50-1
- Molecular formula:C9H22N2
- Molecular Weight:158.28
140-80-7
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Yield:67459-50-1 220 g
Reaction Conditions:
Stage #1: 5-diethylamino-2-pentylaminewith (S)-Mandelic acid in ethanol at 20;
Stage #2: with D-mandelic acid in ethanol at 20;
Steps:
1 Example 1 Preparation of chiral amines
600g S-mandelic acid was dissolved in 1800ml ethanol, and then 600g of 2-amino-5-diethylaminopentane was added, stirred and exothermed to room temperature, a large amount of solids were precipitated, filtered, the filtrate was retained to give a white solid, dried at 75 °C, to give S-mandelate 520g. The above-mentioned mandelate was water-soluble with 1200mL, neutralized with a concentration of 15% (w / v) sodium hydroxide solution to pH = 11, stirred with 1000mL of dichloromethane to extract twice, separated and combined with filtrate, dried with anhydrous Na2SO4, filtered and dried to give (S)-2-amino-5-diethylaminopentane (i.e., (S)-N',N'-diethyl-1,4-pentanediamine), weighed 260g. After the filtrate obtained in the previous step was spin-dried, 1200 mL of water was added, and the sodium hydroxide solution with a concentration of 15% (w/v) was used to neutralize to pH=11,1200 mL of dichloromethane was stirred and extracted. After separation, the organic phase was dried with anhydrous Na2SO4, filtered and spin-dried to obtain 300 g of (R)-2-amino-5-diethylaminopentane-rich,Add 600 g of R-mandelic acid dissolved in 1800 mL of ethanol, stir to release heat to room temperature, and precipitate a large amount of solid, suction filtration, and reserve the filtrate to obtain a white solid, which is dissolved in 1200 mL of water to clear it,15% sodium hydroxide was neutralized to pH=11, 1000 mL of dichloromethane was stirred and extracted twice, after separation, the combined filtrates were dried over anhydrous Na2SO4,After filtration, spin-dried to obtain 220 g of (R)-2-amino-5-diethylaminopentane (ie (R)-N',N'-diethyl-1,4-pentanediamine).
References:
CN114591251,2022,A Location in patent:Paragraph 0080-0082
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105-14-6
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