10 g sample 2-methylamino-1-phenyl-1-propanol hydrochloride
Sample.HCl mol weight: 201.73
Sample freebase mold weight: 165.23
No. moles= g of substance/mol weight
No. moles =10/201.73
=0.049571moles
=49.571mmoles
0.049571*165.23=8.190g eph. freebase
0.049571*163.22= 8.091g ketone freebase.
Jones reagent:
0.54ml / mmole substrate as quoted in reference
49.571/0.54=91.80ml jones reagent
amounts scaled up factor of 10:
Cr03 26.7g
23.0ml H2S04
Diluted to 100ml with dH20
Sample was dissolved in 150ml acetone and, later, 50ml dH20
both were cooled.
stirrer, thermometer and RB flask with stopper is ideal for the reaction.
cool to substance to 0C and slowly, making sure the temperature stays below 5C the whole time, add the jones reagent over a period of an hour.
Long fine crystals precipitated out in clumps of what looked like cotton wool, the stirrer managed easily. They dissolved soon as the ph became more acidic.
Solution had now moved through a violent orange to a ruby red color, which over the period of the next 5 hours became darker and darker before finally black. For the first 3 hours the temperature was between 13-15 degrees C. Solution was placed in an ice/salt bath with constant stirring to optimize heat transfer, and a dropper was charged with 50ml iced IPA.
This Was kept at 0 the whole time! this process ran for an hour as well. The stirring was adequate.
10x volume of dH2O is added. Solution is again placed in a fresh ice/salt bath and the dropper charged with 10% NaOH solution. This was titrated in slowly with stirring until a ph of 11-12 seems to work. Solution will turn blue if IPA is added, or green if none is added. Extracted with 3 x ethyl ether 35ml, 5x xylene 100ml extractions. Extractions combined. washed with 1x 50ml wash saturated brine solution. 1x dH20 50ml.
Organic layer was dried over MgSO4 for 30minutes in flask with a stopper. This was then reduced under vacuum until about 200ml remained.
An anhydrous HCl gas system was created with a flask containing NaCl and a dropper funnel charged with H2SO4. Outlet pipe went to another flask so as to bubble through Conc. H2SO4 as a drying agent.
A glass tube, which had been tapered toward the end was used to gas the mother liquor. Instant precipitation of product.hcl was observed. This reaction was left to continue for the next 30minutes.
This was vacuum filtered, and washed with 2x 50ml anhydrous ice cold acetone with vacuum. The result was equiv. to 5.2g product ketone freebase equating to 64% yield. The xylene was still coming off white so im sure the yeild couldve been higher! apparently toluene is a better solvent for this purpose.
Sample.HCl mol weight: 201.73
Sample freebase mold weight: 165.23
No. moles= g of substance/mol weight
No. moles =10/201.73
=0.049571moles
=49.571mmoles
0.049571*165.23=8.190g eph. freebase
0.049571*163.22= 8.091g ketone freebase.
Jones reagent:
0.54ml / mmole substrate as quoted in reference
49.571/0.54=91.80ml jones reagent
amounts scaled up factor of 10:
Cr03 26.7g
23.0ml H2S04
Diluted to 100ml with dH20
Sample was dissolved in 150ml acetone and, later, 50ml dH20
both were cooled.
stirrer, thermometer and RB flask with stopper is ideal for the reaction.
cool to substance to 0C and slowly, making sure the temperature stays below 5C the whole time, add the jones reagent over a period of an hour.
Long fine crystals precipitated out in clumps of what looked like cotton wool, the stirrer managed easily. They dissolved soon as the ph became more acidic.
Solution had now moved through a violent orange to a ruby red color, which over the period of the next 5 hours became darker and darker before finally black. For the first 3 hours the temperature was between 13-15 degrees C. Solution was placed in an ice/salt bath with constant stirring to optimize heat transfer, and a dropper was charged with 50ml iced IPA.
This Was kept at 0 the whole time! this process ran for an hour as well. The stirring was adequate.
10x volume of dH2O is added. Solution is again placed in a fresh ice/salt bath and the dropper charged with 10% NaOH solution. This was titrated in slowly with stirring until a ph of 11-12 seems to work. Solution will turn blue if IPA is added, or green if none is added. Extracted with 3 x ethyl ether 35ml, 5x xylene 100ml extractions. Extractions combined. washed with 1x 50ml wash saturated brine solution. 1x dH20 50ml.
Organic layer was dried over MgSO4 for 30minutes in flask with a stopper. This was then reduced under vacuum until about 200ml remained.
An anhydrous HCl gas system was created with a flask containing NaCl and a dropper funnel charged with H2SO4. Outlet pipe went to another flask so as to bubble through Conc. H2SO4 as a drying agent.
A glass tube, which had been tapered toward the end was used to gas the mother liquor. Instant precipitation of product.hcl was observed. This reaction was left to continue for the next 30minutes.
This was vacuum filtered, and washed with 2x 50ml anhydrous ice cold acetone with vacuum. The result was equiv. to 5.2g product ketone freebase equating to 64% yield. The xylene was still coming off white so im sure the yeild couldve been higher! apparently toluene is a better solvent for this purpose.
