Hydrochloric Acid → (S)-mandelic acid
Reaction equation
[C:1]([O-:11])(=[O:10])[C@@H:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].Cl>O>[C:1]([OH:11])(=[O:10])[C@H:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 1 °C
Procedure
The L-mandelate (S,R,R salt 2, 274 g, 1.03 mol) was dissolved in water (400 ml) and brought to pH 1.5 by adding concentrated hydrochloric acid. The mixture was cooled to 1° C. and seeded by adding a few crystals of S-mandelic acid. The mixture was stirred at 0° C. for a further 2 hours and the precipitated crystal slurry was filtered with suction. The filter residue was washed with ice-water (100 ml) and dried at 50° C. under reduced pressure. 86 g (57%) of L-mandelic acid were obtained, which were optically pure according to analysis.
Workup
- filtrationthe precipitated crystal slurry was filtered with suction
- washThe filter residue was washed with ice-water (100 ml)
- customdried at 50° C. under reduced pressure
Sources & evidence
- ORD record
- ord-a33c80d9c77049f1ab953f801eddba31
- Source dataset
- uspto-grants-2010_11
- Patent number
- US07829702B2
Reaction notes
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