ChemicalBook CAS DataBase List (S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one

(S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one synthesis

5synthesis methods

Product Name:(S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one
CAS Number:850222-40-1
Molecular formula:C13H19NO2
Molecular Weight:221.3

50-00-0 Synthesis

50-00-0
850 suppliers
$10.00/25g

37951-49-8 Synthesis

37951-49-8
191 suppliers
$60.00/50mg

124-40-3
499 suppliers
$18.00/100ml

(S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one

850222-40-1
113 suppliers
$75.00/100mg

Yield:850222-40-1 306.2 g

Reaction Conditions:

with L-proline in ethanol at 77; for 36 h;Mannich Aminomethylation;Temperature;Solvent;

Steps:

2 Example 2: (2S)-3-dimethylamino-1-(3-methoxyphenyl)-2-methyl-1-propanone (Compound 8):

In a reaction flask, add m-methoxyphenylpropan-1-one 262.4g (1.6 mol), paraformaldehyde 96g (3.2 mol), L-proline 184g (1.6 mol), dimethylamine 144g (3.2 mol), ethanol 850 ml, stirring and dissolving, heating up to 77 °C reflux reaction for 36 hours, TLC monitoring raw material is fully converted to product (developing solvent: ethyl acetate: hexane=1:3). Reaction finishes, turns on lathe does reaction solvent, adding 10% hydrochloric acid 1300 ml dissolved, add dichloromethane 500 ml extraction three times, the organic layer for recovering raw material, the water layer is 10% sodium hydroxide 1400 ml adjusting PH value to 10 the left and the right, adding 500 ml methylene chloride extraction three times, the combined organic layer, washed to neutral, anhydrous sodium sulfate drying, to remove the drying agent, the filtrate concentrated under reduced pressure to free until the slips away the thing, shall be the oil of 329.5g, yield 93.2%, ee value of 97%.
Refinement of Compound 1
The compound 1 329.5g (1.49 mol), L - dibenzoyl tartaric acid 533.4g (1.49 mol) soluble in 2966 ml in acetone, with the temperature rising to 40 °C left stirring for 24 hours, the temperature slowly drops to 5 °C the left and the right, stirring brilliantly 4h, filtering, to get the solid 810.9g. Solid soluble in 2500 ml water, 10% NaOH to adjust the PH value to 9 - 10, by adding dichloromethane 1000 ml extraction three times, the combined organic layer, washed to neutral, anhydrous sodium sulfate drying, filtering, turns on lathe does solvent to obtain oil object 306.2g, yield 93%. the value of the ee 99.5%.

References:

CN106278915,2017,A Location in patent:Paragraph 0017; 0018; 0019; 0020

850222-41-2 Synthesis