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

Boiling point:

315.8±22.0 °C(Predicted)

Density 

1.012

storage temp. 

2-8°C

pka

8.87±0.28(Predicted)

Appearance

Light yellow to yellow Liquid

InChI

InChI=1S/C13H19NO2/c1-10(9-14(2)3)13(15)11-6-5-7-12(8-11)16-4/h5-8,10H,9H2,1-4H3/t10-/m0/s1

InChIKey

YHCVGGJYRMYIGG-JTQLQIEISA-N

SMILES

C(C1=CC=CC(OC)=C1)(=O)[C@@H](C)CN(C)C

Safety Information

HS Code 

2914500090

(S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one Usage And Synthesis

Uses

(S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one is an organic intermediate, commonly used as an organic synthetic material, mostly used in industrial and experimental research.

Synthesis

2. Preparation of (S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one (Ia): (S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one (2R,3R)-2,3-dibenzoyloxy)succinate (968 g, 1.67 mmol, ee 98%) was suspended in a 10 L double jacketed reactor equipped with an electric impeller stirrer. tert-butyl methyl ether (6 L) in a 10 L double-jacketed reactor equipped with an electric impeller stirrer, a gas inlet tube, an R100 temperature measuring device, and an oil-based cooling/heating system. Diethylamine (384 g, 5.25 mol) was then added. The reaction mixture was stirred at 20 °C to 25 °C for 90 min, after which the solids were removed by siphoning. The filtrate was concentrated under reduced pressure at 40°C to a pressure of 4 mbar to afford (S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one (356.7 g, 96.5%, ee 98%) as a colorless oil.

References

[1] Patent: WO2008/12047, 2008, A1. Location in patent: Page/Page column 19-20
[2] Patent: WO2008/12283, 2008, A1. Location in patent: Page/Page column 8
[3] Patent: WO2008/12283, 2008, A1. Location in patent: Page/Page column 9
[4] Patent: US2011/190267, 2011, A1. Location in patent: Page/Page column 67

(S)-3-(dimethylamino)-1-(3-methoxyphenyl)-2-methylpropan-1-one(850222-40-1)Related Product Information

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