Hydrochloric Acid → HCID 67389873, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH:13]1[CH2:18][CH2:17][N:16]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=2)[CH2:15][CH2:14]1)[C:5]([O:7]C)=[O:6].[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH:13]1[CH2:14][CH2:15][N:16]([CH2:19][C:20]2[CH:21]=[CH:22][C:23]([O:26][CH3:27])=[CH:24][CH:25]=2)[CH2:17][CH2:18]1)[C:5]([OH:7])=[O:6]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a stirred solution of methyl 3-chloro-4-(1-(4-methoxybenzyl)piperidin-4-yloxy)benzoate (0.04 g, 0.10 mmol) in methanol (0.5 mL) at room temperature was added 2 N sodium hydroxide (0.25 mL, 0.50 mmol) and the resulting mixture was stirred at room temperature overnight. After this time 2 N hydrochloric acid (0.3 mL, 0.60 mmol) was added and the mixture was concentrated under reduced pressure to afford 3-chloro-4-(1-(4-methoxybenzyl)piperidin-4-yloxy)benzoic acid as a crude solid which was used without further purification. MS (ESI): 376.1 (M+1).
Workup
- concentrationthe mixture was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-9133d5c694354bd5a4744361fe3c7dc2
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08697727B2
Reaction notes
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