Hydrochloric Acid → 3-(3-Fluoro-4-hydroxyphenyl)propionic acid
Reaction equation
Cl.[F:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:6]=[CH:7][C:8]=1[O:9]C>N1C=CC=CC=1>[F:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:6]=[CH:7][C:8]=1[OH:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 190 °C
Procedure
A pyridine/hydrochloric acid complex prepared by mixing pyridine (30 ml) and concentrated hydrochloric acid (30 ml) and heating the mixture at 190° C. for 1 hour was added with Intermediate 9 (2.40 g) and stirred at 190° C. for 1.5 hours. The reaction mixture was poured into 1 N hydrochloric acid (100 ml) cooled with ice, and extracted with ethyl acetate (200 ml). The organic layer was washed with saturated brine and dried, and then the solvent was evaporated under reduced pressure to obtain the title compound (Intermediate 10, 1.98 g).
Workup
- customA pyridine/hydrochloric acid complex prepared
- temperaturecooled with ice
- extractionextracted with ethyl acetate (200 ml)
- washThe organic layer was washed with saturated brine
- customdried
- customthe solvent was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-6dd468921ed147d2a9d5f8ed41fab37a
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07470807B2
Reaction notes
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