Toluene → Benzphetamine Hydrochloride

HRID 2354146

Reaction equation

HRID 2354146 reaction equation
[CH3:1][C@H:2]([NH:10][CH3:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:18]1([CH3:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C([Cl:32])C1C=CC=CC=1>O>[CH3:1][C@H:2]([N:10]([CH2:24][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[CH3:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.[ClH:32]

Participants

6

Reactant 4

HCID 1140Toluene2×HCID 7503Benzyl ChlorideHCID 10340Sodium CarbonateHCID 10836Methamphetamine

Product 1

HCID 11558159Benzphetamine HydrochlorideYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

To a 100 ml 3-neck flask fitted with a mechanical stirrer was added 17.10 g (0.1145 moles) of methamphetamine, 14.50 g (0.1368 mole) of sodium carbonate and 10.60 g of toluene. The reaction mass was heated to 120° C. and 16.18 g (0.1265 mole) of benzyl chloride was added over 180 minutes. The reaction was continued for a total of 6.75 hr. The reaction mass was cooled and transferred to a 500 ml flask equipped with a mechanical stirrer. To this flask was added 45 ml of toluene and 90 ml of water. The mixture was aggressively stirred to dissolve the salt. The layers were separated and the water layer was washed twice with 20 ml portions of toluene. The combined toluene layers were washed with 20 ml of water. Then to the stirred toluene layer was added 11.33 g of concentrated hydrochloric acid. The flask was equipped with a Dean-Stark trap and condenser and the water was removed by azeotropic distillation. There was 8.9 g of water recovered from the Dean-Stark trap. The organic material crystallized upon cooling between about 60° C. to about 40° C. affording 19.79 g of crude benzphetamine hydrochloride which is a 70% yield.

Workup

  1. customTo a 100 ml 3-neck flask fitted with a mechanical stirrer
  2. customwas continued for a total of 6.75 hr
  3. temperatureThe reaction mass was cooled
  4. customtransferred to a 500 ml flask
  5. customequipped with a mechanical stirrer
  6. dissolutionto dissolve the salt
  7. customThe layers were separated
  8. washthe water layer was washed twice with 20 ml portions of toluene
  9. washThe combined toluene layers were washed with 20 ml of water
  10. additionThen to the stirred toluene layer was added 11.33 g of concentrated hydrochloric acid
  11. customThe flask was equipped with a Dean-Stark trap and condenser
  12. customthe water was removed by azeotropic distillation
  13. customrecovered from the Dean-Stark trap
  14. customThe organic material crystallized
  15. temperatureupon cooling between about 60° C. to about 40° C.

Sources & evidence

ORD record
ord-7202b0351b26437db630c823e82a8943
Source dataset
uspto-grants-2010_07
Patent number
US07750187B2

Linked notes

Loading…