Hydrochloric Acid → HCID 22318624, compound
Reaction equation
[Cl:1][C:2]1[C:3]([O:18][CH2:19][CH2:20][CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][N:24]=2)=[C:4]([CH:9]=[C:10]([O:12][CH2:13][CH:14]=[C:15]([Cl:17])[Cl:16])[CH:11]=1)[C:5]([O:7]C)=[O:6].[OH-].[Na+].Cl>O1CCCC1.CO>[Cl:1][C:2]1[C:3]([O:18][CH2:19][CH2:20][CH2:21][O:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:30])[F:31])=[CH:25][N:24]=2)=[C:4]([CH:9]=[C:10]([O:12][CH2:13][CH:14]=[C:15]([Cl:17])[Cl:16])[CH:11]=1)[C:5]([OH:7])=[O:6]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
1 g of methyl 3-chloro-5-(3,3-dichloroprop-2-enyloxy)-2-[3-(5-trifluoromethylpyrid-2-yloxy)propyloxy]benzoate was dissolved in 20 ml of tetrahydrofuran and 10 ml of methanol, and 2.6 ml of 2N aqueous sodium hydroxide solution were added. After one hour of stirring at room temperature, 2.6 ml of 2N hydrochloric acid were added, and the reaction mixture was concentrated under reduced pressure. Saturated sodium chloride solution and ethyl acetate were added to the residue, and the mixture was shaken. The ethyl acetate phase was isolated, dried and concentrated. The resulting crude product was purified chromatographically. Yield: 0.91 g (94%)
Workup
- concentrationthe reaction mixture was concentrated under reduced pressure
- additionSaturated sodium chloride solution and ethyl acetate were added to the residue
- stirringthe mixture was shaken
- customThe ethyl acetate phase was isolated
- customdried
- concentrationconcentrated
- customThe resulting crude product was purified chromatographically
Sources & evidence
- ORD record
- ord-a99ff5cffb2b46d8b0ec066fec189053
- Source dataset
- uspto-grants-2005_09
- Patent number
- US06949551B2
Reaction notes
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