Ethanol → (-)-Salbutamol

HRID 2375770

Reaction equation

HRID 2375770 reaction equation
[CH3:1][C:2]([NH:5][CH2:6][C@H:7]([OH:17])[C:8]1[CH:9]=[CH:10][C:11]([OH:16])=[C:12]([CH2:14][OH:15])[CH:13]=1)([CH3:4])[CH3:3].Cl.C(O)C>CC(OC)(C)C>[CH3:4][C:2]([NH:5][CH2:6][C@H:7]([OH:17])[C:8]1[CH:9]=[CH:10][C:11]([OH:16])=[C:12]([CH2:14][OH:15])[CH:13]=1)([CH3:1])[CH3:3]

Participants

4

Reactant 2

HCID 702EthanolHCID 123601Levalbuterol Hydrochloride

Product 1

HCID 123600(-)-Salbutamol

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

In a 25 ml reactor equipped with a condenser, thermometer, and mechanical stirrer loaded at room temperature levalbuterol HCl (1 g) and absolute ethanol (19 ml). The solution was warmed to 45° C. to 50° C. to obtain a solution. The solution was cooled to room temperature and after MTBE (9.5 ml) was added. The solution was stirred at room temperature for 1 hour to obtain a suspension. The solid was collected by filtration and washed with MTBE (3 ml) to obtain levalbuterol Polymorph A (0.6 g).

Workup

  1. customIn a 25 ml reactor equipped with a condenser
  2. customthermometer, and mechanical stirrer loaded at room temperature
  3. temperatureThe solution was warmed to 45° C. to 50° C.
  4. customto obtain a solution
  5. customto obtain a suspension
  6. filtrationThe solid was collected by filtration
  7. washwashed with MTBE (3 ml)

Sources & evidence

ORD record
ord-21031309e8d547fca4d7ed5d1fdd9bb1
Source dataset
uspto-grants-2008_12
Patent number
US07465831B2

Linked notes

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