Hydrochloric Acid → 4-(2-Carboxymethoxy-ethylamino)-3-fluoro-benzoic acid
Reaction equation
ClCCO[N:5]([C:18](=O)[CH3:19])[C:6]1[CH:16]=[CH:15][C:9]([C:10]([O:12]CC)=[O:11])=[CH:8][C:7]=1[F:17].[OH-:21].[K+].Cl.ClCCl.[O:27]1[CH2:32][CH2:31][O:30]CC1>O>[C:31]([CH2:32][O:27][CH2:19][CH2:18][NH:5][C:6]1[CH:16]=[CH:15][C:9]([C:10]([OH:12])=[O:11])=[CH:8][C:7]=1[F:17])([OH:30])=[O:21]Participants
7
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
580 mg (1.91 mmol) ethyl 4-[(2-chloro-ethoxy)-acetyl-amino]-3-fluoro-benzoate in 6 ml dioxane are combined with 3.82 ml (7.64 mmol) 2-molar potassium hydroxide solution and 2 ml of water. Then the mixture is heated to 70° C. for 2 h, then diluted with water and acidified with 6-molar hydrochloric acid. After the addition of dichloromethane the precipitate formed is suction filtered and dried in the drying cupboard at 50° C.
Workup
- customformed
- filtrationfiltered
- customdried in the drying cupboard at 50° C.
Sources & evidence
- ORD record
- ord-a7f9abb99a114c9bbc9ffa33aaba3d05
- Source dataset
- uspto-grants-2008_05
- Patent number
- US07371743B2
Reaction notes
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