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ChemicalBook CAS DataBase List (R)-(-)-2-Methoxypropanol
6131-59-5

(R)-(-)-2-Methoxypropanol synthesis

6synthesis methods
-

Yield: 100%

Reaction Conditions:

with dimethylsulfide borane complex in dichloromethane at 0 - 20;Inert atmosphere;

Steps:

29.1A (2R)-2-Methoxypropan-1-ol
[1239] Under argon and at oo C., 858 fll (8.39 mmol, 1.8eq.) ofborane/dimethyl sulphide complex were added dropwiseto a solution of 500 mg ( 4.66 mmol) of (R)-( + )-2-methoxypropionic acid in 10 ml of dichloromethane, thereaction mixture was stirred at RT overnight and aqueoussodium hydroxide solution (2M) was then added dropwise.After phase separation, the aqueous phase was extracted withdichloromethane. The combined organic phases were dried(sodium sulphate), filtered, concentrated under reduced pressure(water bath 300 mbar) and dried.Yield: 490 mg (quant.)[1240] 1H-NMR (400 MHz, DMSO-d6): o [ppm]=4.55 (t,lH), 3.40-3.31 (m, lH), 3.30-3.20 (m, 2H), 3.24 (s, 3H), 1.02(d, 3H).

References:

BAYER PHARMA AKTIENGESELLSCHAFT;R?HRIG, Susanne;HILLISCH, Alexander;STRA?BURGER, Julia;HEITMEIER, Stefan;SCHMIDT, Martina Victoria;SCHLEMMER, Karl-Heinz;TERSTEEGEN, Adrian;BUCHMüLLER, Anja;GERDES, Christoph;SCH?FER, Martina;KINZEL, Tom;TELLER, Henrik;SCHIROK, Hartmut;KLAR, Jürgen;NUNEZ, Eloisa JIMENEZ US2016/52884, 2016, A1 Location in patent:Paragraph 1238-1240

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