L-Dimethylamino-2-propanol

Racemic l-dimethylamino-2-propanol (100.0 g, 0.97 mol) was stirred with vinyl propionate (63.6 ml, 0.58 mol) at 40°C and Novozym 435 (5.0 g) was added. The reaction was stirred slowly for 75 h and after this time TLC (10% methanol/dichloromethane-visualize KMn04 solution) indicated that the reaction had gone to at least 50% conversion. The enzyme was removed by filtration and the filtrate was distilled at reduced pressure. S-(+)-l-Dimethylamino-2-propanol was obtained as a colourless oil (31.6 g, 64%), boil point 35°C. 

A solution of thionyl chloride (37 ml, 0.48 mol) in chloroform (20 ml) was added slowly, with stirring, to a cooled (ice/water) solution of S-(+)-l-dimethylamino-2-propanol (30.6 g, 0.32 mol) in chloroform (85 ml). When the addition was complete a precipitate formed. The mixture was allowed to warm to room temperature over 30 min and then heated to reflux for a further 30 min. The precipitate redissolved on heating but then the product crystallized out from the boiling solvent as it formed. More chloroform (20 ml) was needed to maintain the stirring. The cooled mixture was diluted with ether and filtered. The 45.0 g (96%) of crude product was isolated. This was recrystallised from 2-propanol as in the other series to give 30.9 g (65%) of R-(-)-l-dimethylamino-2-chloropropane, melting point 192°-193°C. 

Synthesis of single-enantiomer methadones has also been achieved using the chiral pool approach. Thus, Barnett and Smirz obtained ( )-(+)-l-dimethylamino-2-propanol (18) from (-)-... 

Salt with l-(dimethylamino)-2-propanol 4-acetamidobenzoate Inosine pranobex, BAN, JAN. Imunovir. Inosiplex. Isoprinosine. Methisoprinol. Prinosine. Many other names... 

ALKANOLAMNES - ALKANOLAMINESFROMNITROALCOHOLS] (Vol2) 2-Dimethylamino-2-methyl-l-propanol [7005-47-2]... 

In a flame-dried Schlenk tube 0.37 g(1.88 mmol) of (-)-3-exo-(dimethylamino)isoborneol (C) and 200 mL of dry toluene are placed under an atmosphere of argon. 27 mL of 4.2 M diethylzinc (113 mmol) in toluene are added and the resulting solution is stirred at 15°C for 15 min. After cooling to — 78°C, lOg (94.2 mmol) of benzaldehyde are added and the mixture is wanned to O C. After stirring for 6 h, the reaction is quenched by the addition of sat. NH4C1 soln. Extractive workup is followed by distillation yield 12.4 g (97%) 98% ee [determined by HPLC analysis. Baseline separation of rac-1 -phenyl-1 -propanol was achieved on a Bakerbond dinitrobenzoyl phenylglycine column (eluent 2-propanol/hexanc 1 3 flow rate l.OmL/ min detection UV 254 nm)] [a] 0 —47 (c = 6.11, CHC13). 

Dimethylamino-2-methyl-l-propanol commercial alkanolamine, 2 114t physical properties of, 2 114t Dimethylaminobenzylidenerhodanine... 

Chloracetyl-2-methylamino-l,3-thiazol (NR R2 = NH—CH3 R3 = H R4 = CO—CH,-CI)748 Eine Mischung von 4,3 g (0,03 mol) 3-(Dimethylamino-methyliden)-l-methyl-thioharnstoff, 3,7 g (0,03 mol) 1,3-Dichlor-aceton und 100 ml 2-Propanol wird 3 h unter RuckfluB erhitzt. AnschlieBend wird das Ldsungsmittcl i. Vak. abgezogen und der Ruckstand mit Wasser verdunnt. Es wird abfiltriert und aus Methanol/ Essigsaure-ethylestcr umkristallisiert Ausbeute 2,3 g (41%) Schmp. 162-166 . 

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